Esters-buliding-blocks

Synthetic Route of 294190-18-4, The chemical industry reduces the impact on the environment during synthesis 294190-18-4, name is Methyl 3-amino-5-chloro-2-methylbenzoate, I believe this compound will play a more active role in future production and life.

Step 1 : Synthesis of methyl 3-(((trans)-4-((tert-butoxycarbonyl) amino) cyclohexyl) amino)-5-chloro-2-methylbenzoate: [0910] To a stirred solution of methyl 3-amino-5-chloro-2-methylbenzoate (100 g, 502 mmol) and tert-butyl (4-oxocyclohexyl) carbamate (160.5 g, 753 mmol) in dichloroethane (1 L), acetic acid (180.9 g, 3015 mmol) was added and the reaction was stirred at rt for 30 min. Then sodium triacetoxyborohydride (319.5 g, 1507 mmol) was added at 0 C and the reaction was stirred at rt for 16 h. The progress of the reaction was monitored by TLC. Upon completion; the reaction was quenched with aqueous sodium bicarbonate, the organic layer was separated and the aqueous layer was extracted with dichloromethane. The combined organic layers were dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude compound was purified by silica gel column chromatography (100-200 mesh size) eluting with 2, 4, 6 & 8% ethyl acetate in hexane to remove maximum cis isomer. This afforded 120 g of mixture of cis and trans isomers (40:60 by HPLC). The trans isomer was purified by repetitive recrystazlisation with ethyl acetate: hexane (1 :2) to afford 65 g of pure trans isomer (65 g, 33%).

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 3-amino-5-chloro-2-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; WO2015/10049; (2015); A1;,
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These common heterocyclic compound, 144267-96-9, name is Ethyl 3,4-difluorobenzoate, 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: Ethyl 3,4-difluorobenzoate

Cesium carbonate (8.3 g, 25.4 mmol) was added to a mixture of 3-hydroxy-5-{[(1S)-2- hydroxy- 1 -methylethyl]o’xy) -N-( I -methyl- lH-pyrazol-3-yl)benzamide (3.7 g, 12.7 mmol) and ethyl-3,4-difluorobenzoate (2.36 g, 12.7 mmol) in dimethylacetamide (60 mL) and the stirred mixture heated at 115C for 3 hours. The mixture was allowed to cool to RT and ethyl acetate (100 mL) added. The mixture was washed with water (5 x 40 mL), brine (40 mL), dried (MgS04), filtered, and reduced in vacuo. The residue was chromatographed on silica, eluting with 50% ethyl acetate in isohexane, to give the desired compound (1.8 g). ?H NMR No. (CDC13): 1.31 (d, 3H), 1.41 (t, 3H), 3.72 (d, 2H), 3.83 (s, 3H), 4:39 (q, 2H), 4.57 (sex, 1H), 6.75 (m, 1H), 6.83 (m, 1H), 7.09 (m, 2H), 7.30 (d, 2H), 7.83 (m, 2H), 8.91 (brs, 1H). m/z 458(M+H)+

The synthetic route of Ethyl 3,4-difluorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/121110; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6091-64-1, name is Ethyl 2-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 6091-64-1, COA of Formula: C9H9BrO2

General procedure: In a 10 mL schlenk tube with magnetic stirring bar, cercosporin(0.05 equiv), aryl halide 1 (0.2 mmol), arene 2 (20 equiv), DIPEA (4equiv) were dissolved in CH3CN (2 mL) and the resulting mixtures were placed under 23WCFL under N2 atmosphere. When the reaction was finished, the reaction mixture was washed with brine. The aqueous phase was reextracted with ethyl acetate. The combined organic extracts were dried over Na2SO4, concentrated in vacuum,and the resulting residue was purified by silica gel column chromatographyto afford the desired product 3.

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

Reference:
Article; Tang, Zhaocheng; Li, Jia; Lin, Fulin; Bao, Wenhao; Zhang, Shiwei; Guo, Baodang; Huang, Shuping; Zhang, Yan; Rao, Yijian; Journal of Catalysis; vol. 380; (2019); p. 1 – 8;,
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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. 2905-54-6, name is Methyl 2,3-dichlorobenzoate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

General procedure: In a fume hood, an oven dried Schlenk flask equipped with a magnetic stirring bar was filled with N2 and evacuated (three cycles). Under N2 atmosphere [Ir(OMe)(COD)]2 (13.3 mg, 0.01 mmol, 1 mol%), 4,4-ditert-butyl-2,2?-bipyridyl (10.7 mg, 0.02 mmol, 2 mol%), and pinacolborane (HBPin) (436 muL, 384 mg, 3 mmol, 1.5 equiv) were added. The appropriate arene substrate (2 mmol, 1 equiv) was added via micropipette under N2 atmosphere. The Schlenk flask was closed and the reaction mixture was heated at 80 C in an oil bath. The progress of reaction was monitored by GC-MS and TLC. Upon completion of reaction, Schlenk flask was cooled to r.t. and exposed to air. The contents of the flask were dissolved in CH2Cl2 (3-5 mL) and taken out in a round-bottomed flask. The volatile organics were removed under reduced pressure using a rotary evaporator. The crude product was purified by column chromatography (silica gel, hexanes-CH2Cl2 1:1).

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; Shahzadi, Tayyaba; Saleem, Rahman S. Z.; Chotana, Ghayoor A.; Synthesis; vol. 50; 21; (2018); p. 4336 – 4342;,
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Electric Literature of 443-26-5, These common heterocyclic compound, 443-26-5, name is Ethyl 2-fluorobenzoate, 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.

O-fluorobenzoic acid (5g, 35.7mmol) was dissolved in 20mL of ethanol, a catalytic amount of concentrated sulfuric acid was added dropwise, and the mixture was stirred at reflux overnight. After the reaction was completed, the ethanol was rotated.Extracted with ethyl acetate (25 mL ¡Á 3),The organic phase is combined, washed with saturated sodium hydrogen carbonate solution, washed with saturated brine and dried over anhydrous sodium sulfate.Concentrated to give a colorless oily productEthyl fluorobenzoate 4.9g;Ethyl fluorobenzoate (4.9 g, 29.1 mmol) was dissolved in 20 mL of DMSO, and morpholine (12.7 mL, 145.7 mmol) was added dropwise and stirred at 120 overnight.After the reaction, ethyl acetate was extracted (25 mL¡Á3), and the organic phase was combined, washed with water (25 mL¡Á3),After concentration, the oily product was 4.5 g;The above product (4.5 g, 19.1 mmol) was dissolved in 10 mL of methanol.Add 10 mL of 10% aqueous NaOH solution.After stirring at 80 C for 2 h, the methanol was rotated, and the pH was adjusted to 4 with 10% dilute hydrochloric acid.Solid precipitated and filtered to obtain 3.2 g of 2-morpholinylbenzoic acid.Three-step yield of 43.2%;The o-fluorobenzoic acid (50 mg, 0.24 mmol) was obtained in the same manner as in Example 1 to obtain 45g, two-step yield 54.9%of the product.

The synthetic route of 443-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Xu Jinyi; Li Wenlong; Xu Shengtao; Shuai Wen; Xu Feijie; Sun Honghao; Ma Cong; Zhu Zheying; Yao Hong; (35 pag.)CN109678815; (2019); 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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 4-amino-3-fluorobenzoate

j00495J To a solution of methyl 4.-ainino-3-fluorohenzoate (500 mg, 3 mrnol) and DIPEA (1.65 mL, 9 mmol) in MeCN (5 mL) was added acryloyl chloride (320 mg, 16 mmoi) dropwise at 0 C. The reaction was stirred at ii for I h, then Na2CO3 aq.(sat,) was added, the resulting mixture was extracted with DCM (20 rnL x 2). The combined organic layer was concentrated and recrvstalized from EA to give YLIUi)1 164 (190 mg, 28 %) as white solid, LCMS (mz): 224 [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; DANA-FARBER CANCER INSTITUTE, INC.; HAO, Mingfeng; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, P.; (307 pag.)WO2017/44858; (2017); A2;,
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Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 34846-90-7, name is Methyl 3-methoxyacrylate, 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 34846-90-7, Safety of Methyl 3-methoxyacrylate

6-Hydrazino-N,N-dimethyl-pyrimidin-4-amine (0.40 g, 2.61 mmol) and methyl-3-methoxyprop-2-enoate (606 mg, 5.22 mmol) in MeOH (4 ml_) was heated to 130¡ãC in the microwave for 1 h. Further methyl-3-methoxyprop-2-enoate (303 mg, 2.61 mmol) was added and reaction was heated at 130¡ãC for a further 1 h. The reaction mixture was evaporated and purified by column chromatography eluting with DCM/NH3 2 M in MeOH (100:0 to 95:5). The recovered starting hydrazine, the uncyclised intermediate and methyl -3-methoxyprop-2-enoate (1.0 ml_) in MeOH (5.0 ml_) were heated in a microwave at 130¡ãC for 2 h. The crude was evaporated to dryness and purified by column chromatography eluting with DCM/NH3 2 M in MeOH (100:0 to 97:3). The product from both columns was slurried in MeOH (2.0 ml_) and filtered to give after drying the title compound as a white solid (62 mg, 11percent). LCMS (QC Acidic method): Rt = 2.59 min; [MH]+ = 206.0; >99.5percent purity 1H NMR (400 MHz; DMSO-cfe, d): 12.8 (1H, bs), 8.4 (1H, d), 7.6 (1H, bs), 7.0 (1H, bs), 5.5 (1H, bs) and 3.1 (6H, s)

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:
Patent; CADO BIOTECHNOLOGY IVS; CRUMPLER, Simon Ross; DALBY-BROWN, William; PALLIN, Thomas David; HANSEN, John Bondo; WINTHER, Anne-Marie Lund; (240 pag.)WO2019/141957; (2019); A1;,
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Ester – an overview | ScienceDirect Topics

Reference of 685892-23-3, 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. 685892-23-3, name is Methyl 2-bromo-6-chlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Step 1. Preparation of methyl 2-chloro-6-cvclopropylbenzoate (i-la) [00137] Methyl 2-bromo-6-chlorobenzoate (1.0 g, 4.0 mmol), cyclopropylboronic acid (516 mg, 6.0 mmol), Pd(OAc)2 (90 mg, 0.4 mmol), Cy3P ( 224 mg, 0.8 mmol) and K3PO4 (2.5 g, 12.0 mmol) were mixed in toluene (20 mL) and H2O (2.5 mL). The mixture was stirred at 100C for 14h under N2 atmosphere. The mixture was cooled down and poured into water. The mixture was extracted with EtOAc and the organic layer was dried over Na2SC>4 and concentrated. The residue was purified by flash chromatography (Petroleum/EtOAc 15/1) to give the title compound. MS: 211 (M+l).

The chemical industry reduces the impact on the environment during synthesis Methyl 2-bromo-6-chlorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LAPOINTE, Blair, T.; FULLER, Peter, H.; GUNAYDIN, Hakan; LIU, Kun; SCOTT, Mark, E.; TROTTER, B., Wesley; ZHANG, Hongjun; (211 pag.)WO2017/75182; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 121-98-2, name is Methyl 4-methoxybenzoate, 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 121-98-2, Formula: C9H10O3

Methyl-4-methoxybenzoate (i) was refluxed with 5 mL of hydrazine hydrate solution in 15 mL of methanol for 6 h. The excess hydrazine and methanol was then removed in vacuo to obtain crude product which was then recrystallized from methanol to afford pure 4-methoxybenzohydrazide in 92% yield. Pure 4-methoxybenzohydrazide(20 mmol, 3.32 g) were refluxed with Lawesson’s reagent (20 mmol,8.09 g) of in dry toluene for 8 h to get corresponding 4-methoxybenzothiohydrazide. The crude product was washed with diethyl ether and crystallized from methanol to get pure 4-methoxybenzothiohydrazide in 91% yield. In order to get thiadiazole derivatives 1-25, a mixture of 4-methoxybenzothiohydrazide (0.5 mmol) and the corresponding aromatic aldehyde (0.5 mmol) were taken together in around-bottomed flask and was then added drop wise POCl3 (5 mL) carefully. The reaction mixture was heated to reflux for 4-6 h, then cooled to room temperature and poured onto crushed ice. NaHCO3 solution was added and the resulting solid mass precipitated out was filtered, dried, and crystallized from methanol in good to excellent yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-methoxybenzoate, and friends who are interested can also refer to it.

Reference:
Article; Taha, Muhammad; Barak Almandil, Noor; Rashid, Umer; Ali, Muhammad; Ibrahim, Mohamed; Gollapalli, Mohammed; Mosaddik, Ashik; Mohammed Khan, Khalid; Bioorganic Chemistry; vol. 91; (2019);,
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Synthetic Route of 135484-83-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 135484-83-2 name is Methyl 2-amino-4-bromobenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 16a4-Bromo-2-(2,5-dichloro-pyrimidin-4-ylamino)-benzoic acid methyl ester2-Amino-4-bromo-benzoic acid methyl ester (1.2g, 5.0 mmol) was combined with2,4,5-trichloro-pyrimidine (5.33 mL, 46.5 mmol) and EtN(i-Pr)2 (0.95 mL, 5.5 mmol), and the mixture was warmed to 120C. After 16 hours the excess 2,4,5-trichloro-pyrimidine was removed under high vacuum, and the residue was then treated with 1 : 1 MeOH: water. The resulting solid was filtered, retriturated with 1 : 1 MeOH: water, re filtered, and the resulting solid triturated in MeOH at 50C. After filtering, the solid was rinsed liberally with MeOH. After air drying 4-Bromo-2-(2,5-dichloro-pyrimidin-4-ylamino)-benzoic acid methyl ester was recovered in 52% yield as a brown solid and was carried on for subsequent steps without further manipulation. LC/MS: M+H= 377.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-amino-4-bromobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; CEPHALON, INC.; BRESLIN, Henry J.; DORSEY, Bruce; OTT, Gregory R.; WO2012/125603; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics