Month: July 2021

Electric Literature of 23426-63-3,Some common heterocyclic compound, 23426-63-3, name is Methyl 2-bromo-2-methylpropanoate, molecular formula is C5H9BrO2, 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.

Intermediate 2: Methyl 2-(l,2,3,4-tetrahydroisoquinolin-6-yloxy)-2- methylpropanoate.’ .[0060] Step A: 6-Hydroxyisoquinoline (1.0 g, 6.9 mmol) and methyl 2- bromoisobutyrate (3.4 mL, 27.5 mmol) are dissolved in dry DMF (20 mL). Powdered potassium carbonate (3.8 g, 27.5 mmol) is added and the mixture is heated at 100 C for 16 h. The mixture is cooled, diluted- with ethyl acetate (40 mL), washed with water (3 x 50 mL) and brine (50 mL). The organic layer is dried (MgSO4), filtered, evaporated and purified by silica gel chromatography (0-100% gradient, ethyl acetate in hexanes) to provide methyl 2-(isoquinolin-6-yloxy)-2-methylpropanoate 1 (1.25 g, 74%) as a colorless oil. MS calcd. for Ci4Hi6NO3 (TVB-H+) 246.1, found 246.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-bromo-2-methylpropanoate, its application will become more common.

Reference:
Patent; IRM LLC; WO2007/89557; (2007); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 106614-28-2, The chemical industry reduces the impact on the environment during synthesis 106614-28-2, name is Methyl 2,4-difluorobenzoate, I believe this compound will play a more active role in future production and life.

1H-pyrrolo [2,3-b] pyridin-5-ol(1.20 g, 8.95 mmol, 1.03 eq) and methyl 2,4-difluorobenzoate (1.5 g, 8.71 mmol, 1.0 eq) were added to 20 mL of diethylene glycol dimethyl ether, followed by addition of potassium phosphate heptahydrate (3.5 G,14.0 mmol, 1.6 eq) under nitrogen atmosphere at 115 C overnight. TLC point plate analysis, as well as raw materials, most of which produce ortho products. TLC point plate analysis, as well as raw materials, add 0.3g 2,4-difluorobenzoic acid methyl ester and 0.5g potassium phosphate heptahydrate, continue to react overnight. And then TLC point board analysis, the effect is not very good, as well as raw materials. (30 mL × 3), the organic phase was dried with anhydrous sodium sulfate, spin-dried column, PE / EA (v / v) = 3/1 column, white Solid 525mg. Yield 22.2%.

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 2,4-difluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sunshine Lake Pharma Co.,Ltd.; Kou, Yuhui; Hu, Bolin; Jiang, Haigang; Ye, Jiuyong; Liu, Zhiqiang; Xie, Hongming; Zhang, Yingjun; (42 pag.)CN106565706; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

1865-29-8, name is Methyl 2-phenylacrylate, 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. Application In Synthesis of Methyl 2-phenylacrylate

0.01 mmol Ru (COD)2X and 0.01 mmol of the ferrocenyl ligand are dissolved in 12 ml of the appropriate solvent in a 25 ml shaker vessel. After the addition of 1 mmol of the unsaturated ester the solution is transferred under argon into a 100 ml steel autoclave and heated after multiple rinsing with H2 for 10 min. at the appropriate hydrogen pressure to reaction temperature. The mixture is then agitated, filtered, (the optionally added acid esterified with Me3SiCHN2) and the enantiomeric excess determined by HPLC [(Chiracel OJ, n-heptane/isopropanol 95:5; flow 0.6 mL/min, T=20 C.; tR=18.05 (S), 21.13 (R)]. alpha-phenylacrylic acid: Solvent: THF Reaction temperature: 60 C. Pressure: 5000 kPa

The synthetic route of 1865-29-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Degussa-Huls AG; US6348620; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 152849-72-4, 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. 152849-72-4, name is Methyl 5-bromo-2,4-dimethylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 3: Methyl 5-(1-(2-methoxyphenyl)piperidin-4-ylamino)-2,4-dimethylbenzoate A mixture of methyl 5-bromo-2,4-dimethyl-benzoate (785.66 mg, 3.23 mmol), 1-(2-methoxyphenyl)piperidin-4-amine (800.00 mg, 3.88 mmol) in toluene (25.00 mL) was added BINAP (201.24 mg, 323.19 umol) and sodium tert-butoxide (621.16 mg, 6.46 mmol). The mixture was degassed for 3 mins, then, Pd2 (dba)3 (295.95 mg, 323.19 umol) was added. The resulting mixture was degassed for 3 mins. After that, the mixture was kept stirring at 90 C. for 18 h under N2. The mixture was diluted with EtOAc (60 mL), filtrated and concentrated in vacuo, the residue was purified by CombiFlash (UV254, silica gel, 40 g, EA/PE from 0% to 40% to give the desired product methyl 5-[[1-(2-methoxyphenyl)-4-piperidyl]amino]-2,4-dimethyl-benzoate (189.00 mg, 512.93 umol, 15.87% yield) as a yellow solid. ESI-MS (EI+, m/z): 369.3 [M+H]+. 1H NMR (500 MHz, MeOD-d4) delta 7.24 (s, 1H), 7.08-7.01 (m, 2H), 6.99-6.95 (m, 2H), 6.93 (td, J=7.6, 1.5 Hz, 1H), 3.89 (s, 3H), 3.87 (s, 3H), 3.52-3.40 (m, 3H), 2.78 (td, J=11.8, 2.1 Hz, 2H), 2.43 (s, 3H), 2.19 (s, 3H), 2.16 (d, J=12.6 Hz, 2H), 1.73 (td, J=14.3, 3.6 Hz, 2H).

The synthetic route of Methyl 5-bromo-2,4-dimethylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, molecular formula is C8H8FNO2, 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. Safety of Methyl 4-amino-3-fluorobenzoate

General procedure: To a solution 15 (490 mg, 1.0 eq, 0.92 mmol) in CH2Cl2 (50 mL) was added HATU (525 mg, 1.5 eq, 1.38 mmol), 4-methylmorpholine (0.30 mL, 3.0 eq, 2.8 mmol) and methyl 3-aminobenzoate hydrochloride (208 mg, 1.2 eq, 1.1 mmol). The reaction mixture was stirred at room temperature overnight. After the solvent was concentrated in vacuo, the residue was purified by chromatography (petroleum ether/acetone = 3/1) to afford compound 16 as white solid (360 mg, 59%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 185629-32-7, its application will become more common.

Reference:
Article; Chen, Yue-Ting; Tang, Chun-Lan; Ma, Wei-Ping; Gao, Li-Xin; Wei, Yi; Zhang, Wei; Li, Jing-Ya; Li, Jia; Nan, Fa-Jun; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 399 – 412;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 35179-98-7, 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. 35179-98-7, name is Chloromethyl ethyl carbonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 7J (R)-3-[N-(5′-Chloro-2′-fluorobiphenyl-4-ylmethyl)-N’-(1H-tetrazole-5-carbonyl)-hydrazino]-2-hydroxypropionic acid ethoxycarbonyloxymethyl ester To a suspension of lithium (R)-3-(2-(1-allyl-1H-tetrazole-5-carbonyl)-1-((5′-chloro-2′-fluorobiphenyl-4-yl)methyl)hydrazinyl)-2-hydroxypropanoate (250 mg, 526 mumol) in chloromethyl ethyl carbonate (2 mL) was added NaI (158 mg, 1.1 mmol) and 2,6-lutidine (113 mg, 1.1 mmol). The resulting mixture was stirred at 50 C. for 4 hours, cooled to room temperature, then poured into water (10 mL). The resulting solution was extracted with EtOAc (2*10 mL). The combined organic layers were dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography (PE:EtOAc=4:1?3:1?2:1) to yield Compound 1 as a yellow solid (170 mg). LC-MS: 577 [M+H]+.

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, Chloromethyl ethyl carbonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hughes, Adam D.; Fleury, Melissa; US2013/330365; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 148547-19-7, 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. 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Methyl 4-bromo-3-methylbenzoate (ABCR, 4.90 g; 21.39 mmol; 1 eq.), 2- methoxyphenylboronic acid (3.575 g; 23.53 mmol; 1.10 eq.), potassium carbonate (14.781 mg; 107 mmol; 5 eq.), tetrakis(tripnenylphosphine)palladium(0) (2.5 mg; 2.14 mmol; 0.10 eq.) were mixed in toluene (24.5 mL) and water (24.5 mL) under N2 atmosphere. The reaction mixture was degassed with N2for 10 min and was heated under reflux for 6 hours. The reaction mixture was cooled to RT, filtered over a pad of celite and washed with toluene (500 mL). The filtrate was concentrated under vacuum to afford brown oil. It was taken in EtOAc (500 mL). The organic layer was washed with a saturated aqueous solution of NaHCO3 (200 mL), water (200 mL) and brine (200 mL). It was dried over MgSO4, filtered off and concentrated under vacuum giving a brown oil. It was purified by flash chromatography (cHex/EtOAc 9:1 ), affording the title compound as a colorless oil (4.38 g, 80%). 1H NMR: (DMSO-d6, 300 MHz) delta 7.94 (s, 1 H), 7.89-7.86 (dd, J = 8.06 Hz, J = 1.61 Hz, 1 H), 7.51-7.46 (m, 1 H), 7.34-7.31 (d, J = 8.13 Hz, 1 H), 7.21 -7.09 (m, 3H), 3.95 (s, 3H), 3.79 (s, 3H), 2.19 (s, 3H). LC/MS (Method A): 257.0 (M+H)+. HPLC (Method A) Rt 4.85 min (Purity: 98.9%).

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-bromo-3-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SERONO S.A.; WO2009/43889; (2009); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 56441-97-5,Some common heterocyclic compound, 56441-97-5, name is Methyl 4-(benzyloxy)-3-methoxybenzoate, molecular formula is C16H16O4, 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.

34 ml of glacial acetic acid, fuming nitric acid (13.6 mmol, 5.8 ml) was added to a 100 ml round-bottomed flask and stirred at 0 C in an ice bath. Methyl 3-methoxy-4-benzyloxybenzoate 13.3 mmol, 3.7 g) was slowly added to the solution in portions and the reaction was continued at 0 C for 30 minutes and then at room temperature for 6 hours.The reaction solution was slowly poured into 120 ml of ice water, stirred to precipitate solid, filtered, washed with a small amount of ether and dried to give 4.0 g of yellow solid as 2-nitro-4-benzyloxy-5-methoxybenzene acid methyl ester, yield% 94.7

The synthetic route of 56441-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Sun, Liping; Zhang, Haiqi; Zhang, Chi; Gong, Feihu; Xu, Yungen; (18 pag.)CN105884699; (2016); A;,
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. 89-91-8, name is Methyl 2,2-dimethoxyacetate, A new synthetic method of this compound is introduced below., COA of Formula: C5H10O4

j00477j A mixture of (3 -chloro-4-fluorophenyl)methanamine (2.0 g, 13 mmol) and methyl 2,2- dimethoxyacetate (1.7 g, 13 mmol) was stirred at 140 C for 1 hour in microwave. On completion, the mixture was concentrated in vacuo to give compound B-103 (3.3 g, cmde) as a yellow gum. LCMS (B): tR = 0.711 mm., (ES) mz (M+H) + = 262.2.

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; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
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. 4891-38-7, name is Methyl Phenylpropiolate, A new synthetic method of this compound is introduced below., name: Methyl Phenylpropiolate

Methyl phenylpropynoate (0.20 mmol), Pd(OAc) 2 (0.02 mmol, 4.48 mg), R, was added to a 15 ml pressure-resistant tube.R-DIPAMP (0.2 mmol, 18.32 mg), 95% EtOH (10 mmol, 595 L) and CH3CN (1.5 mL), stirring at 145 C36 hours.After the reaction was completed, it was cooled to room temperature, and ethyl acetate (10 mL) was added. The organic phase was washed three times with brine, dried over anhydrous Na. The crude product was separated and purified by column chromatography to give trans-phenyl methacrylate as a colorless liquid, 25.2 mg, yield 82%.

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; Nantong University; Wang Chengniu; Sun Fei; Yang Jinfei; Wu Xiaolong; Wang Guishuan; Gong Shengnan; (28 pag.)CN109776253; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics