Month: March 2021

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;,
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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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Adding a certain compound to certain chemical reactions, such as: 5202-89-1, name is Methyl 2-amino-5-chlorobenzoate, 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 5202-89-1, Application In Synthesis of Methyl 2-amino-5-chlorobenzoate

Water was added (5 ml) to a stirred suspension of 2-amino-5-chloro methyl benzoate (0.33 g, 1.77 mmol) in concentrated hydrochloric acid (1.1 ml) at [0C.] A solution of sodium nitrite (0.12 g, 1.77 [MMOL)] in water (1 [ML)] was added dropwise and the solution stirred until complete dissolution. The diazonium salt was brought to Ph. 6.0. with saturated sodium bicarbonate. In a separate flask, a solution of [CUS04.] 5H20 (0.53 g, 2.12 [MMOL)] in water (2 [ML)] was added dropwise to a stirred solution of potassium cyanide (0.53 g, 8.13 [MMOL)] in water (2 [ML)] at [0C.] Toluene (3 [ML)] was added and the resultant brown mixture stirred and heated to [60C.] The previously prepared diazonium solution was added to the Cu [(I)] CN at [60C] over a period of 30 mins. The reaction mixture was heated to [70C] for an additional 1 hour, then cooled to room temperature. The brown mixture was diluted with ethyl acetate (70 [MI),] filtered through a pad of [CELITE,] washed with ethyl acetate (3 x 20 ml), the combined organics washed with brine (50 [ML),] dried over magnesium sulfate, filtered and the solvent removed by evaporation under reduced pressure to give a dark orange solid. The solid was dissolved in minimum [DICHLOROMETHANE] was purified by flash chromatography on silica gel eluting with a solvent gradient of heptane: ethyl acetate (3: 1) to give the title compound (0.23 g, 65 %) as an off-white solid. H-NMR (400 MHz, [CDCI3)] : [9] = 4.0 (s, 3H), 7.62 (dd, [1H),] 7.72 (dd, [1H),] 8.12 (d, 1H). LRMS (Electrospray) : m/z [M + [H] + 218.] Microanalysis : Found: C, 55.16 ; H, 3.09 ; N, 7. 08. [C9H6N02CI] requires C, 55.26 ; H, 3.09 ; N, 7.16%.

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 2-amino-5-chlorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/14357; (2004); A2;,
Ester – Wikipedia,
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. 121-98-2, name is Methyl 4-methoxybenzoate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 4-methoxybenzoate

General procedure: To a solution of methyl ester of aromatic carboxylic acid 2 (0.1 mol) in methanol (30 mL), hydrazine hydrate (0.2 mol) was added drop wise with stirring. The resulting mixture was allowed to reflux for 8 h. After the completion of the reaction as monitored by TLC, the excess methanol was distilled off under reduced pressure. The resulting acid hydrazide 3 was washed with cold water, dried and recrystallized from ethanol.

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:
Article; Murty, Madugula S.R.; Katiki, Mohana R.; Rao, Busam R.; Narayanan, Sai S.; Anto, Ruby J.; Buddana, Sudhreer K.; Prakasham, Reddy S.; Devi, Bethala L.A.P.; Prasad, Rachapudi B.N.; Letters in drug design and discovery; vol. 13; 9; (2016); p. 968 – 981;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 15012-36-9, name is Methyl 2,3-dimethylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 2,3-dimethylbenzoate

Compound 5 (53.3 g; 0.32 mol) was dissolved in carbon tetrachloride (850 mL), under nitrogen. To the solution was added N-bromosuccinimide (115.5 g; 0.65 mol) and 2,2′-azobis(2-methyl-propionitrile (1.6 g; 0.010 mol). The reaction mixture was stirred at reflux for approximately 2 hours and the colour of this mixture changed from yellow to colorless. It was allowed to cool to room temperature and filtered off. The filtrate was evaporated in vacuo to give compound 6 (98.7 g; 96%) as a yellow liquid.1H-NMR (300 MHz, CDCI3): delta 3.95 (s, 3H), 4.68 (s, 2H), 5.14 (s, 2H), 7.36 (t, 1H), 7.55 (dd, 1 H), 7.90 (dd, 1 H). GC-MS m/z = 322.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 15012-36-9.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/53319; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 62456-15-9, 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. 62456-15-9, name is trans-Methyl 4-aminocyclohexanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: Methyl trans-4-(tert-butoxycarbonylamino)cyclohexanecarboxylate:Methyl trans-4-aminocyclohexanecarboxylate (43 g, 222 mmol) was added to MeOH(500 ml) to give a colourless solution. The solution was cooled to 10C and triethylamine (46.4 ml, 333 mmol) was added dropwise, followed by a solution of di- tert-butyldicarbonate (53.3 g, 244 mmol) in MeOH (400 ml) over 20 minutes. The reaction was allowed to warm to RT and stirred overnight. The mixture was evaporated to dryness under reduced pressure. The resulting colourless solid was dissolved in EtOAc (1000 ml) and the solution obtained was washed successively with 10% citric acid solution (100 ml), saturated sodium bicarbonate solution (2 x 100ml) and saturated brine (100 ml), dried (MgS04) and evaporated under reduced pressure to give a colourless 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, trans-Methyl 4-aminocyclohexanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ATKINSON Benjamin; BEATTIE David; CULSHAW Andrew James; DEVEREUX Nicholas James; MCKENNA Jeffrey; DALE James; WO2011/92293; A1; (2011);,
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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;,
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Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, molecular formula is C9H11NO2, 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. name: Methyl 3-amino-4-methylbenzoate

Triethylamine (65 mg, 0.64 mmol) (Acros) was added to a mixture of 2-quinolone-3-carboxylic acid (100 mg, 0.53 mmol) (Maybridge)) and HATU (241 mg, 0.64 mmol) (Aldrich) in DMF (5.0 mL) at room temperature. Mixture was stirred until clear solution was obtained (light brown). 3-Amino-p-toluic acid methyl ester (0.12 g, 0.70 mmol) (TCI) was added. Mixture was stirred for another 20 hours. Precipitate was formed. Water (50 mL), aqueous saturated sodium bicarbonate solution (10 mL), and ethyl acetate (25 mL) were added. After thorough mixing, white precipitate was collected by filtration, washed with water and ethyl acetate and recrystallized from hot DMF-ethyl acetate-hexanes to give 4-methyl-3-[(2-oxo-1,2-dihydro-quinoline-3-carbonyl)-amino]-benzoic acid methyl ester fine yellow needles. (Yield 0.16 g, 90.0%). HR-MS (ES+) m/z Calculated for C19H17N2O4 ([M+H]+): 337.1183. Found: 337.1183.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 18595-18-1, its application will become more common.

Reference:
Patent; Dominique, Romyr; Luk, Kin-Chun; Qiao, Qi; Rossman, Pamela Loreen; US2012/184548; (2012); A1;,
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Electric Literature of 17994-94-4, A common heterocyclic compound, 17994-94-4, name is Methyl 7-aminoheptanoate hydrochloride, molecular formula is C8H18ClNO2, 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.

General procedure: To a mixture of aldehyde (1 mmol) and amine/amine hydrochloride (1 mmol) in anhydrous CH2Cl2 (10 mL) was added triethylamine (2.5 mmol) at rt, and the resulting solution was stirred vigorously for 1 h. To this was then added (Boc)2O (1.2 mmol) followed by sodium triacetoxyborohydride (2 mmol). The reaction was stirred for an additional 4 h at rt, quenched with saturated NaHCO3 solution, and extracted with CH2Cl2. The combined organic fractions were washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The crude residue was purified by flash chromatography (95:05?50:50, hexanes/EtOAc) to afford the N-Boc secondary amine. Most of the title compounds were present as a mixture of rotational isomers in their 1H and 13C NMR spectra.

The synthetic route of 17994-94-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Neelarapu, Raghupathi; Petukhov, Pavel A.; Tetrahedron; vol. 68; 35; (2012); p. 7056 – 7062;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 73792-08-2, name is Methyl 4-amino-2-fluorobenzoate, 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 73792-08-2, Application In Synthesis of Methyl 4-amino-2-fluorobenzoate

General procedure: A solution of (7: R1=cyclopentyloxy) (100mg, 363mumol) in dichloromethane (5 mL), cooled to 0C, was treated with oxalyl chloride (63.6 muL, 727 mumol), followed by a drop of N,N-dimethylformamide. The resultant mixture was stirred for 1h at room temperature. The solvent was evaporated in vacuo and the residue dissolved in dichloromethane (5 mL) and then treated with a solution of methyl 4-aminobenzoate (8: R2=H, R=Me) (54.9mg, 363mumol) and di-isopropylethylamine (190muL, 1.09mmol) in dichloromethane (5mL). The reaction mixture was stirred for 12 h at room temperature and then partitioned between dichloromethane (20 mL) and aqueous 1M hydrochloric acid (20 mL). The phases were separated, and the organic phase was washed successively with water (2¡Á20 mL), and brine (20 mL), dried over magnesium sulfate, filtered and then the solvent was removed in vacuo. The residue was purified by silica gel chromatography (12 g, 0-100 % ethyl acetate/isohexane) to afford methyl 4-[3,5-dichloro-4-(cyclopentyloxy)benzamido]benzoate (10: R1 = cyclopentyloxy, R2 = H, R =Me) (30mg, 20% yield). 1H NMR (400MHz, CDCl3) delta 8.06 (2H, d, J=8.8Hz,), 7.85 (1H, br s), 7.82 (2H, s), 7.71 (2H, d, J=8.8Hz), 5.07-5.03 (1H, m), 3.92 (3H, s), 2.10-1.90 (4H, m), 1.85-1.70 (2H, m), 1.70-1.60 (2H, m).

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-2-fluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Clarke, Earl; Jarvis, Christopher I.; Goncalves, Maria B.; Kalindjian, S. Barret; Adams, David R.; Brown, Jane T.; Shiers, Jason J.; Taddei, David M.A.; Ravier, Elodie; Barlow, Stephanie; Miller, Iain; Smith, Vanessa; Borthwick, Alan D.; Corcoran, Jonathan P.T.; Bioorganic and Medicinal Chemistry; vol. 26; 4; (2018); p. 798 – 814;,
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