Introduction of a new synthetic route about Ethyl diethoxyacetate

The synthetic route of Ethyl diethoxyacetate has been constantly updated, and we look forward to future research findings.

Reference of 6065-82-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 6065-82-3, name is Ethyl diethoxyacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of boron trifluoride diethyl etherate (230 mL) in chloroform (640 mL) was added propane- 1,3 -dithiol (98.3 g, 0.91 mol) dropwise at -70 C. And then to the above solution was added ethyl 2,2- diethoxyacetate (160.0 g, 0.91 mol, in chloroform (160 mL)) dropwise at 70 C over 30 min. The resulting mixture was stirred at 70 C for 30 min. The reaction mixture was quenched by the addition of water (1500 mL), and the aqueous layer was extracted with DCM. The combined organic layer was washed with saturated sodium bicarbonate and brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under vacuum. The residue was purified by flash column chromatography with 0-15% ethyl acetate in petroleum ether to afford ethyl l,3-dithiane-2-carboxylate (82.6 g, 47%) as a yellow oil.

The synthetic route of Ethyl diethoxyacetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
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The origin of a common compound about Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1014645-87-4, name is Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride, A new synthetic method of this compound is introduced below., Quality Control of Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride

Description 142: methyl 4-(1-(5-chloro-2-(2-phenylpyrrolidin-1- yl)nicotinamido)cyclopropyl)benzoate (D142)A solution of 5-chloro-2-(2-phenylpyrrolidin-1 -yl)nicotinic acid (D98) (150 mg, 0.5 mmol), methyl 4-(1 -aminocyclopropyl)benzoate hydrochloride (D7) (1 14 mg, 0.5 mmol) and N,N-Diisopropylethylamine (194 mg, 1 .5 mmol) in dimethylformamide (10ml) was stirred 1 h at room temperature, then benzotriazol-1 -yl- oxytripyrrolidinophosphonium hexafluorophosphate (PyBOP) (312 mg, 0.6 mmol) was added. The mixture was stirred at room temperature overnight, then poured into ice-water (20ml) and extracted with ethyl acetate (2x20ml). The organic solution was washed with brine (40ml), dried over Na2S04 and concentrated to obtain a residue which was purified by flash chromatography on silica gel eluting with a mixture petroleum ether/ethyl acetate (4:1 ). Collected fractions after solvent evaporation afforded the title compound (D142) (189 mg) as a yellow solid.1 H NMR (400MHz ,CHLOROFORM-d) delta (ppm): 8.10 (1 H, d, J = 2.4 Hz) 8.03 – 8.00 (2H, m) 7.74 (1 H, d, J = 2.4 Hz) 7.67 (1 H, s) 7.41 (2H, d, J = 8.0 Hz) 7.28 – 7.18 (5H, m) 5.36 – 5.32 (1 H, m) 3.91 (3H, s) 3.69 – 3.63 (1 H, m) 3.16 – 3.1 1 (1 H, m) 2.43 – 2.37 (1 H, m) 1 .97 – 1 .87 (3H, m) 1 .49 – 1 .39 (4H, m)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ROTTAPHARM S.P.A.; BORRIELLO, Manuela; ROVATI, Lucio; STASI, Luigi Piero; BUZZI, Benedetta; COLACE, Fabrizio; WO2012/76063; (2012); A1;,
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Continuously updated synthesis method about Ethyl 2,2-difluoropent-4-enoate

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Ethyl 2,2-difluoropent-4-enoate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 110482-96-7, name is Ethyl 2,2-difluoropent-4-enoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 110482-96-7, Recommanded Product: Ethyl 2,2-difluoropent-4-enoate

PREPARATION 3 3,3-Difluoro-2-methyl-5-hexen-2-ol (Compound 4) To a solution of ethyl 2,2-difluoro-4-pentenoate (5.0 g, 30.5 mmol) in dry ether (50 ml) at -25 was added dropwise a solution of methyl magnesium bromide (3.0M; 30.5 ml). The mixture was stirred at -25 C. for half an hour and at 0 C. for 1 hour. The reaction mixture is poured into a saturated aqueous NH4 Cl solution (25 ml). The phases were separated and the aqueous phase was extracted with more ether (2*25 ml). The combined organic phases were dried with MgSO4 and concentrated. Flash chromatography (50 g silica gel, 5% ether in petroleum ether as eluant) to give the title compound as a colourless oil. NMR: delta=1.32 (t, 6H), 1.97 (bs, 1H), 2.74 (m, 2H), 5.20 (m, 2H), 5.92 (m, 1H) ppm.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Ethyl 2,2-difluoropent-4-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Leo Pharmaceutical Products Ltd. A/S (L.o slashed.vens Kemiske Fabrik Produktionsaktieselskab); US5612325; (1997); A;,
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Continuously updated synthesis method about Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 99974-66-0, name is Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 99974-66-0, Quality Control of Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate

Compound BB3-C (0.8 g, 0.0037 mol) was dissolved in dry DCM (16 mL) and cooled to 0 C. DAST (1.8 g, 0.011 mol) was added drop-wise to the cold solution. The reaction mixture was warmed to room temperature stirred for 12 h. The reaction mixture was quenched with cold saturated aHC03 solution. The crude product was extracted with DCM (100 mL). The organic layer was washed with 10 % NaHCOi solution, water followed by brine and dried over anhydrous Na2SO/t. Solvent was concentrated in vacuum and the crude product was purified by column chromatography (silica gel 60-120 mesh, eluent 1-2 % EtOAc in pet ether) which afforded the title compound as a pale yellow liquid (460 mg, yield 57 %). TLC system: 10% EtOAc in pet ether, Rf= 0.4.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIVIR UK LIMITED; AYESA, Susana; CARLQUIST, Peter; ERSMARK, Karolina; GRABOWSKA, Urszula; HEWITT, Ellen; JOeNSSON, Daniel; KAHNBERG, Pia; KLASSON, Bjoern; LIND, Peter; ODEN, Lourdes; PARKES, Kevin; WIKTELIUS, Daniel; WO2011/70541; (2011); A1;,
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Sources of common compounds: tert-Butyl 2-bromo-2-methylpropanoate

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Electric Literature of 23877-12-5, A common heterocyclic compound, 23877-12-5, name is tert-Butyl 2-bromo-2-methylpropanoate, molecular formula is C8H15BrO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE III-2 tert-Butyl 2-(4-formylphenoxy)-2-methylpropanoate 24.42 g (200 mmol) of 4-hydroxybenzaldehyde are dissolved in 250 ml of N,N-dimethylformamide and treated with 27.64 g (200 mmol) of potassium carbonate. At 100 C., 53.55 g (240 mmol) of tert-butyl alpha-bromoisobutyrate are added dropwise. The mixture is stirred for another hour, a further 200 mmol of potassium carbonate and 240 mmol of tert-butyl alpha-bromoisobutyrate are added and, after 4 hours at 100 C., 1 l of water is added. Following extraction with diethyl ether, washing with 1 N aqeuous sodium hydroxide solution and saturated sodium chloride solution and drying over magnesium sulphate, the solvent is distilled off and the residue is purified by flash chromatography on silica gel (cyclohexane?cyclohexane/ethyl acetate 20:1?10:1?5:1) and dried under reduced pressure. The target compound is obtained in the form of colourless crystals in a yield of 42%. 1H-NMR (200 MHz, CDCl3): delta=1.40 (s, 9H), 1.62 (s, 6H), 6.91 (d, 2H), 7.79 (d, 2H), 9.88 (s, 1H). MS (ESI): 265 [M+H]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Urbahns, Klaus; Woltering, Michael; Nikolic, Susanne; Pernerstorfer, Josef; Hinzen, Berthold; Dittrich-Wengenroth, Elke; Bischoff, Hilmar; Hirth-Dietrich, Claudia; Lustig, Klemens; US2003/32671; (2003); A1;,
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Extended knowledge of Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate

The synthetic route of Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 3697-68-5, name is Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 3697-68-5

A 100-mL round-bottom flask was charged with ethyl 1-(hydroxymethyl)cyclopropane-1-carboxylate (1.91 g, 13.3 mmol, 1.00 equiv), TEA (4.03 g, 39.9 mmol, 3.00 equiv), and DCM (40 mL). Methanesulfonyl chloride (2.27 g, 20.0 mmol, 1.50 equiv) was added at 0 C., and the reaction mixture was stirred for 1 h at rt prior to quenching with saturated NH4Cl (30 mL). The resulting solution was extracted with dichloromethane (2*50 mL), and the organic layers were combined, washed with saturated NaHCO3 (30 mL) and brine (30 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to provide 2.83 g (crude) of ethyl 1-(((methylsulfonyl)oxy)methyl)cyclopropane-1-carboxylate.

The synthetic route of Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; (108 pag.)US2018/134674; (2018); A1;,
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Application of Methyl 3,4-diamino-5-bromobenzoate

The synthetic route of Methyl 3,4-diamino-5-bromobenzoate has been constantly updated, and we look forward to future research findings.

Electric Literature of 1245643-11-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1245643-11-1, name is Methyl 3,4-diamino-5-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of a mixture of intermediates 3a and 3b (75/25 evaluated by LC/MS) (195g, 554 mmol) in DMSO (2000 mL) was added vinylbutylether (166 g, 1661. mmol) and tri- ethyl amine (400 mL, 2768 mmol, 0.7g/mL) under N2atmosphere. Pd(OAc)2(12.4g, 55mmol) and DPPP (45.6g, 11 lmmol) were added. The mixture was purged again with N2and heated to 100 C overnight. After cooling down to room temperature, HCl (3M, 1845mL, 5536 mmol) was added portionwise under ice batch and the mixture was stirred for 1 hour. The pH of the mixture was adjusted to 8 with NaHC03. The mixture was filtered. The cake was washed with ethyl acetate (1000 mL), then dissolved in CH2C12(1500 mL*2) and filtered. The filtrate was washed with brine (500 mL), evaporated to give a crude yellow solid (200 g) mainly containing intermediate 8a. This residue was purified by silica gel chromatography (eluent: ethyl acetate= 100%). The desired fractions were collected and the solvent was concentrated to dryness under vacuum to give 100 g (57%>) of intermediate 8a as yellow solid.Alternatively, the previous reaction was also carried out using EtOH as solvent at a temperature of 70C.

The synthetic route of Methyl 3,4-diamino-5-bromobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANGIBAUD, Patrick, Rene; QUEROLLE, Olivier, Alexis, Georges; BERTHELOT, Didier, Jean-Claude; MEYER, Christophe; WILLOT, Matthieu, Philippe, Victor; MEERPOEL, Lieven; JOUSSEAUME, Thierry, Francois, Alain, Jean; (114 pag.)WO2018/178280; (2018); A1;,
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Discovery of Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 94994-15-7, name is Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 94994-15-7, COA of Formula: C11H18O3

(1) Methyl 1-(hydroxymethyl)-4-bicyclo[2.2.2]octanecarboxylate (200 mg) was used to perform the synthesis process according to the method described in Reference Example 63-1-(1) thereby giving methyl 1-formyl-4-bicyclo[2.2.2]octanecarboxylate (182 mg) as a colorless oil.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; TANAKA, Hiroaki; KAWAMURA, Madoka; HAMADA, Makoto; KOBASHI, Yohei; ITO, Yuji; SUZUKI, Kazuaki; BOHNO, Ayako; FUNAYAMA, Kosuke; (510 pag.)EP3666766; (2020); A1;,
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Sources of common compounds: Methyl 4-bromobutanoate

Statistics shows that Methyl 4-bromobutanoate is playing an increasingly important role. we look forward to future research findings about 4897-84-1.

Application of 4897-84-1, These common heterocyclic compound, 4897-84-1, name is Methyl 4-bromobutanoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

STEP B: methyl 4- (nitrooxy) butanoateMethyl 4-bromobutanoate (6.0 g; 33 mmol) was dissolved in CH3CN (120 mL) and silver nitrate (14.0 g, 82.6 mmol) was added. The reaction was heated at 80¡ãC in the dark for 4 hours. Solvent was evaporated and the crude was dissolved in EtOAc (80 mL) .Precipitate was filtered off and organic phase was washed with water (2 x 100 mL) and brine (1 x 100 mL) , dried over Na2SC>4 and concentrated affording the title compound as an oil. (5.0 g, 93percent)1H-NMR (CDCI3) : 4.54 (2H,t J=6.31); 3.73 (3H,s); 2.48 (2H,tJ=7.15) ; 2.08 (2H,m)

Statistics shows that Methyl 4-bromobutanoate is playing an increasingly important role. we look forward to future research findings about 4897-84-1.

Reference:
Patent; NICOX S.A.; ALMIRANTE, Nicoletta; NICOTRA, Alessia; BORGHI, Valentina; ONGINI, Ennio; WO2011/92065; (2011); A1;,
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The important role of 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, other downstream synthetic routes, hurry up and to see.

Electric Literature of 53518-15-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

7-Amino-4-trifluoromethylcoumarin 3.71 g (16.2 mmol) was dissolved in dichloromethane (20 mL). After slow addition of the distilled pyridine (20 mL) and p-toluenesulfonyl chloride (6.80 g, 35.7 mmol), the mixture was then stirred for 4 h at room temperature. Then ethyl acetate 150 mL was added, followed by wash of citric acid solution for three times and brine once. The resulting solution was dried with sodium sulfate and evaporated, washed with a small portion of cooled dichloromethane and dried in vacuo to give the compound 2 as white solid. Yield: 5.64 g (91%). Mp 193-194 C. 1H NMR (CDCl3, 400 MHz): delta 7.81 (d, J=8.0 Hz, 2H), 7.57 (d, J=8.8 Hz, 1H), 7.30 (d, J=8.0 Hz, 2H), 7.21 (d, J=2.4 Hz, 1H), 7.08 (dd, J1=2.0 Hz, J2=2.0 Hz, 1H), 6.67 (s, 1H), 2.40 (s, 3H). EI-MS: m/z, calcd 383.34, found 383.02.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Jun; Zhang, Chun-Fang; Ming, Ze-Zhong; Hao, Ge-Fei; Yang, Wen-Chao; Yang, Guang-Fu; Tetrahedron; vol. 69; 23; (2013); p. 4743 – 4748;,
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