Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 39149-80-9, name is tert-Butyl 2-bromopropanoate, 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 39149-80-9, Computed Properties of C7H13BrO2

(1) Preparation of 2-(quinolin-5-yloxy)propanoic acid (A01): Quinolin-5-ol (0.868 g, 5.98 mmol) and tert-butyl 2-bromopropanoate (1.25 g, 0.97 mL, 5.98 mmol) and cesium carbonate (1.95 g, 5.98 mmol) were added into DMF (10 mL) in a 20 mL microwave vial equipped with a stir bar and sealed. The mixture was heated in Biotage microwave synthesizer for 1 hour at 100 C. The solvent was removed and the remained sticky oil was dissolved in DCM (7 mL) and TFA (7 mL). The mixture was stirred overnight. The reaction mixture was neutralized with sodium bicarbonate and organic layer was separated from the mixture. The aqueous layer washed with DCM (2*10 mL), combined organics and acidified with 2N HCl. Aqueous was extracted with ethyl acetate, dried with sodium sulfate and concentrated to a dark orange oil. The crude product was dissolved in DCM (4 mL) and a pure product (0.855 g) precipitate out from the solution by adding diethyl ether (4 mL).

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, tert-Butyl 2-bromopropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/287730; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 130754-19-7, name is Ethyl 2-(4-Chlorophenyl)-2,2-difluoroacetate, 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 130754-19-7, Safety of Ethyl 2-(4-Chlorophenyl)-2,2-difluoroacetate

Part 2. Ethyl 4-chlorophenyl-2,2-difluoroacetate (250 mg) and potassium hydroxide (300 mg) were mixed in 27 ml of ethanol and 2.4 ml of water and the reaction mixture was refluxed for four hours. The mixture was then acidified and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous Na2 SO4 and the solvent was removed in vacuo to give a product which was dissolved in 410 mg of oxalyl chloride with catalytic amount of N,N-dimethylformamide. The mixture was stirred for two hours and excess oxalyl chloride was removed in vacuo to give 4-chlorophenyl-2,2-difluoroethanoyl chloride which was used as is for the subsequent step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-(4-Chlorophenyl)-2,2-difluoroacetate, and friends who are interested can also refer to it.

Reference:
Patent; The Dupont Merck Pharmaceutical Company; US5583147; (1996); A;,
Ester – Wikipedia,
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Application of 57381-43-8, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 57381-43-8 as follows.

Step 3: Preparation of 5-Bromo-2-r3-cyclopropyl-l-(3-methyl-pyridin-2-yl)-lH-pyrazol-5- ylaminol-benzoic acid methyl ester; To a mixture of 3-cyclopropyl-l-(3-methyl-pyridin-2-yl)-lH-pyrazol-5-amine (1.0 g, 4.667 mmol) and 2,5-dibromo-benzoic acid methyl ester (1.25 g, 4.243 mmol) in toluene (20 mL) was added BINAP (0.264 g, 0.424 mmol), followed by Pd2(dba)3 (0.233 g, 0.255 mmol). To the mixture was added cesium carbonate (1.94 g, 5.94 mmol) and the suspension was heated at 118 ¡ãC overnight and cooled to rt. The cooled reaction mixture was diluted with ethyl acetate and filtered through Celite and concentrated. The product (0.61 g, 31percent) was isolated by column chromatography (25percent ethyl acetate/ hexanes), then on the HPLC (20 to 90 percent acetonitrile). MS m/z 427.1 (M+); HPLC RT (min) 4.06 {method (A)}.

According to the analysis of related databases, 57381-43-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/27842; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 10203-58-4, The chemical industry reduces the impact on the environment during synthesis 10203-58-4, name is Diethyl isobutylmalonate, I believe this compound will play a more active role in future production and life.

To a solution of 8.34 g (38.6 mmol) of diethyl isobutylmalonate in 35 mL of 95% EtOH was added a solution of 9.0 g (161 mmol) of KOH in 110 mL of 95% EtOH. The mixture was stirred at 25 C. for 16 hours and then at reflux for 1 hour. The mixture was cooled, diluted with water and extracted with CH3 Cl. The aqueous layer was cooled to 0 C. and acidified to pH<1 with 30 mL of concentrated HCl, then it was extracted with CHCl3. The aqueous layer was further continuously extracted with CHCl3 overnight. The combined organic extracts were dried over anhydrous Na2 SO4 and evaporated to afford 5.44 g (33.9 mmol, 88%) of isobutylmalonic acid as a solid which was essentially pure according to 1 H NMR and which was used without further purification. Characteristic analytical data are as follows: mp 108-110 C.; 1 H NMR (300 MHz, CDCl3) delta3.52 (t, J=8 Hz, 1H), 1.84 (t, J=8 Hz, 2H), 1.66 (m, 1H), 0.94 (d, J-7 Hz, 6H); 13 C NMR (75 MHz, CDCl3) delta175.6 (C=O), 49.7 (CH), 37.1 (CH2), 25.7 (CH), 21.7 (CH3). 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 isobutylmalonate, other downstream synthetic routes, hurry up and to see. Reference:
Patent; Florida State University; US5470834; (1995); A;,
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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. 14062-25-0, name is Ethyl 2-(4-bromophenyl)acetate, A new synthetic method of this compound is introduced below., Product Details of 14062-25-0

Step A: Ethyl 2-(4-bromophenv0-2-methylpropanoateTo a stirred solution of ethyl 2-(4-bromophenyl)acetate (10 g, 41 mmol) in THF(80 mL) under nitrogen was added sodium hydride (4.9 g, 60 %, 123 mmol) in portions at 0 C. The resulting solution was stirred at 0 C for 30 minutes before the addition of iodomethane (17 g, 123 mmol) at 0 C. The resulting mixture was stirred at ambient temperature for additional 1 hour before the reaction was quenched with saturated NH4CI aqueous solution (20 mL) at 0 C. The solution was extracted with EtOAc(3xl00 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by MPLC on silica gel (eluting with 1-2 % EtOAc/hexane) to afford the title compound as a light yellow oil. ? NMR (400 MHz, CDC13) delta 7.46 (d, J= 6.8 Hz, 2H), 7.24 (d, J= 6.8 Hz, 2H), 4.14 (q, J= 7.2 Hz, 2H), 1.58 (s, 6H), 1.20 (t, J= 7.2 Hz, 3H). MS ESI: [M+H]+ m/z 271, 273.

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; MERCK SHARP & DOHME CORP.; BRUBAKER, Jason; DINSMORE, Christopher J.; HOFFMAN, Dawn Marie; JUNG, Joon; LIU, Duan; PETERSON, Scott; SIU, Tony; TORRES, Luis E.; ZHANG, Hongjun; WEI, Zhongyong; SHI, Feng; WO2013/40863; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 3196-23-4, name is Methyl 1-bromocyclohexanecarboxylate, 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 3196-23-4, HPLC of Formula: C8H13BrO2

A mixture of 3 g of finely chipped zinc, catalytic amount of mercuricchloride, 30 ml of anhydrous benzene, 1 ml of HMPTA, 25 mmol (5.53 g) of methyl 1-bromocyclohexanecarboxylate, and10 mmol (2.03 g) of compound II was boiled for 4 h, cooled, and decanted from the excess zinc; then it was hydrolyzed with5% acetic acid; the organic layer was separated, and the reaction products were twice extracted from the aqueous layer withethyl acetate. When the extract was dried with anhydrous sodium sulfate, the solvents were distilled, and compound III wasrecrystallized from ethanol. The yield was 1.85 g (59%)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Kirillov; Nikifirova; Dmitriev; Baibarodskikh; Journal of Structural Chemistry; vol. 57; 6; (2016); p. 1263 – 1265; Zh. Strukt. Kim.; vol. 57; 6; (2016); p. 1327 – 1329,3;,
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Ester – an overview | ScienceDirect Topics

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. 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, A new synthetic method of this compound is introduced below., Computed Properties of C9H8ClN3O2

To a solution of 0.25 g (0.92 mmol) of compound 7-3 dihydrochloride salt in 23 mL of DMSO was added 0.19 g (0.86 mmol) of ethyl 6-chloroimidazo[1 ,2-b]pyridazine-3-carboxylate and 0.40 g (6.8 mmol) of KF. The mixture was stirred at 180 C for 2 h and cooled down to rt. It was diluted with 250 mL of water and extracted with 250 mL of ethyl acetate. The combined organic extracts were washed with brine and dried over anhydrous Na2S04. After filtration, the filtrate was concentrated to afford a residue, which was purified by Prep-TLC (ethyl acetate / petroleum ether = 1 :1 ) to afford compound 7-4. LC-MS: m/e = 386 [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; ANGEX PHARMACEUTICAL, INC.; WU, Wen-Lian; YANG, Zhiqiang; LEE, Francis; TAN, John Qiang; (112 pag.)WO2019/94143; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 51760-21-5 as follows. COA of Formula: C10H9BrO4

StepA: Pd0 couplingTo a solution of dimethyl 5-bromo-isophthalate (5.75 g, 21.1 mmol) in THF (50 ml) was added 2- cyanophenylzinc bromide (50.5 ml, 25.3 mmol) followed by tetrakis(triphenylphosphine)palladium (0) (0.122 g, 0.105 mmol). The solution was stirred overnight at 50 C. The next day the solution was cooled, filtered, and concentrated in vacuo. Purification by flash chromatography on silica gel (25% EtOAc in Hexanes) afforded 3.8g. lH NMR (400 MHz, CDCI3) delta 8.41 (d, J = 1.6 Hz, 1H), 7.85-7.80

According to the analysis of related databases, 51760-21-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2006/55434; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, 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 106896-49-5, Computed Properties of C8H8BrNO2

To a 1 L round-bottom flask, purged and maintained under an inert atmosphere of nitrogen, was added methyl 4-amino-3-bromobenzoate A-7a (25 g, 108.67 mmol , 1.0 equiv.), K3PO4 (65 g, 306.21 mmol, 2.82 equiv.), toluene (50 mL), water (100 mL), P(Cy)s (2.8 g, 0.05 equiv.), Pd(OAc)2 (2.25 g, 10.02 mmol, 0.09 equiv.), and cyclopropyl boronic acid (26 g, 302.69 mmol, 2.79 equiv.). The resulting mixture was heated at 100 C overnight. The resulting solids were removed by filtration. The filtrate was diluted with H2O (200 mL) and extracted with ethyl acetate (200 mL x 3). The combined organic layers were concentrated in vacuo and the resulting residue was purified via silica gel column chromatography eluting with EtOAc PE (1 :20 to 1 : 10 and to 1 :5) to provide methyl 4-amino-3-cyclopropylbenzoate A-7b (19.9 g, 96%) as a light brown solid.

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-amino-3-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (249 pag.)WO2018/39384; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

41841-16-1, name is Methyl 2-(4-bromophenyl)acetate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C9H9BrO2

To a suspension of sodium hydride (60% in oil, 192 mg, 4.80 mmol,) in DMF (11 mL) at 0 C was added methyl 2-(4-bromophenyl)acetate (0.35 mL, 2.2 mmol). The mixture was stirred for 15 minutes at 0 C and iodomethane (6.5 muL¡¤, 0.10 mmol) was added. The mixture was stirred for further 5 minutes at 0 C and at RT for 12 h, then quenched with 1 N aq. HCl (1 mL) and extracted with EtOAc (3 x 2 mL). The organic layer washed with H20 (3 x 2 mL) and brine (2 mL), dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by Si02gel chromatography (0% to 5% EtOAc/Hexanes) to give methyl 2-(4- bromophenyl)-2-methylpropanoate (550 mg, 98%); MS (ES+) CgHgBrC^ requires: 228, found: 229/231 [M+H]+.

The synthetic route of 41841-16-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; MARSZALEK, Joe; LIU, Gang; KANG, Zhijun; CARROLL, Christopher, L.; MCAFOOS, Timothy; CZAKO, Barbara; WO2014/31928; (2014); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics