Category: esters-buliding-blocks

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. 35598-05-1, name is Methyl 4-methoxy-2-methylbenzoate, A new synthetic method of this compound is introduced below., COA of Formula: C10H12O3

2-Bromomethyl-4-methoxy-benzoic acid methyl esterTo a solution of 4-Methoxy-2-methyl-benzoic acid methyl ester (6.92g, 38.4 mmol) in CCI4 (100 mL) was added N-bromosuccinimide (7.99 g, 1.17 mmol). Benzoyl peroxide (1.82 g, 7.54 mmol) was added to the slurry and the mixture was heated at reflux for 18 h. The reaction was cooled and the solid was filtered off. The filtrate was absorbed onto silica to perform chromatography (0-10 % ethyl acetate/hexanes) to yield 2-Bromomethyl-4-methoxy- benzoic acid methyl ester, (6.12 g, 62 %, CASNo. 15365-25-0). MS: ES M+1 : 258.9, M+2 260.9 (258.0, 260.0).

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; PFIZER PRODUCTS INC.; WO2008/20306; (2008); A2;,
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Adding a certain compound to certain chemical reactions, such as: 29263-94-3, name is Diethyl 2-bromo-2-methylmalonate, 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 29263-94-3, Recommanded Product: 29263-94-3

Diethyl 2-bromo-2-methylmalonate (1.0 g, 3.95 mmole) was added to a stirred suspension of potassium fluoride (0.57 g, 9.8 mmole) in dry DMF (5 mL). After stirring for 20 min at room temperature, 3-nitrophenol (0.55 g, 3.95 mmole) was added. The resulting mixture was stirred at 60 C. for 6 h, cooled to room temperature, diluted with water (30 mL) and extracted with ethyl acetate (3¡Á200 mL). The organic layer was washed with aq. 1N NaOH (2¡Á75 mL), dried over anhydrous Na2SO4, filtered and evaporated in vacuo to provide diethyl 2-methyl-2-(3-nitrophenoxy)malonate (0.89 g, 80%). 1H NMR (CDCl3): delta 7.92 (dd, 1H, J=2.3 and 8.2 Hz), 7.82 (t, 1H, J=2.3 Hz), 7.41 (t, 1H, J=8.2 Hz), 7.30 (dd, 1H, J=2.3 and 8.2 Hz), 4.28 (qt, 4H, J=7.0 Hz), 1.81 (s, 3H), 1.26 (t, 6H, J=7.0 Hz).

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

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; Singh, Rajinder; Argade, Ankush; Payan, Donald; Molineaux, Susan; Holland, Sacha; Clough, Jeffrey; Keim, Holger; Bhamidipati, Somasekhar; Sylvain, Catherine; Li, Hui; Rossi, Alexander; US2015/266828; (2015); A1;,
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Synthetic Route of 39622-80-5, 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. 39622-80-5, name is Dimethyl 2-bromoisophthalate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of 4 (1.37g, 5.01 mmol) and Me4NF (1.86 g, 20.0 mmol) in DME (20mL) was added Me3SiCF3 (3.00 mL, 20.3 mmol) at 40 C. The reaction mixture wasstirred for 4 hours at the same temperature and then Me3SiCF3 (1.45 mL, 9.81 mmol)was added. After the mixture was stirred for 17 h at 40 C and then for an hour at roomtemperature, 10% HCl aq. was added at 0 C. The mixture was extracted with Et2O. Thecombined organic layer was washed with water and brine and then dried over MgSO4.After the solvents were removed in vacuo, the crude product was purified by silica gelcolumn chromatography eluted by Et2O/n-hexane = 1:2 to give 5 (1.60 g, 3.27 mmol) aspale yellow solid in 65% yield. The single crystals suitable for X-ray analysis wereobtained by recrystallization from CH2Cl2/n-hexane.

The synthetic route of Dimethyl 2-bromoisophthalate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Imada, Yasuyuki; Kukita, Tomomi; Nakano, Hideyuki; Yamamoto, Yohsuke; Bulletin of the Chemical Society of Japan; vol. 89; 5; (2016); p. 546 – 548;,
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Adding a certain compound to certain chemical reactions, such as: 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, 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 66315-16-0, Application In Synthesis of Methyl 3-amino-4-(methylamino)benzoate

Intermediate 43: 2-Cyclopentylmethyl-l -methyl- 1 H-benzoimidazo le-5 -carboxylic acid 43.1 : 3-(2-Cyclopentyl-acetylamino)-4-methylamino-benzoic acid methyl ester 650 mg (5.07 mmol) cyclopentyl-acetic acid was stirred with 1.80 g (5.61 mmol) TBTU and 2.00 mL (14.4 mmol) TEA in 50 mL DMF at RT. After 30 min, 900 mg (5.00 mmol) 3-amino-4- methylamino-benzoic acid methyl ester was added and the mixture was stirred at RT for 3 h and at 50 C for 12h. The solvent was removed by distillation. The residue was taken up in aqueous potassium carbonate solution and water and extracted with EtOAc. The combined organic extracts were washed with water and saturated brine, dried over sodium sulfate, filtered and concentrated in vacuo. yield: 1.10 g (76 %) ESI-MS: m/z = 291 (M+H)+ Ri(TLC): 0.23 (DCM/MeOH = 19: 1)

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; WO2013/87805; (2013); A1;,
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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. 5335-05-7, name is Chloromethyl benzoate, A new synthetic method of this compound is introduced below., Safety of Chloromethyl benzoate

General procedure: To a solution of Compound 54B (150 mg, 0.24 mmol) in DMF (10 mL) was added chloromethyl isobutyrate (36 mg, 0.24 mmol) and Na2CO3 (50 mg, 0.48 mmol). The reaction mixture was stirred at 50 C for 3 hour. After cooling down to room temperature, the mixture was diluted with water (50 mL) and extracted with ethyl acetate (20 mL x 3). The combined extracts were washed with brine (50 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to furnish Compound 54C. LC-MS (ESI) m/z: non-ionizable compound under routine conditions used.

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; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
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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. 55666-42-7, name is tert-Butyl 2-bromobenzoate, A new synthetic method of this compound is introduced below., Product Details of 55666-42-7

Step 2 tert-butyl 2′-fluoro-4′-methyl-[1,1′-biphenyl]-2-carboxylate Tert-butyl 2-bromobenzoate (7 g, 27 mmol), (2-fluoro-4-methylphenyl)boronic acid (5 g, 32.5 mmol), Pd(PPh3)4(312 mg, 0.27 mmol), and Na2CO3 (5.7 g, 54 mmol) were dissolved in IPA (30 ml) and H2O (30 ml) in a 1 L flask, followed by reflux-stirring for 12 hours. The reaction mixture was concentrated under reduced pressure. The organic layer was separated by using ethyl acetate and brine. The separated organic layer was dried over MgSO4 and filtered. The mixture was separated by column chromatography to give tert-butyl 2′-fluoro-4′-methyl-[1,1′-biphenyl]-2-carboxylate (5.2 g).

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; Hyundai Pharm Co., Ltd.; LEE, In Hee; CHAE, Hee Il; KIM, Se hoan; MOON, Soon Young; HA, Tae Young; CHOI, Hyo sun; KIM, Young Seok; KIM, Chun hwa; RHEE, Jae Keol; (132 pag.)US2016/355483; (2016); A1;,
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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. 685-88-1, name is Diethyl fluoromalonate, A new synthetic method of this compound is introduced below., Safety of Diethyl fluoromalonate

Part A: A mixture of sodium metal (1.55 g, 67.4 mmol) and EtOH (15.0 mL, 257 mmol) was stirred at RT until nearly all sodium had reacted. Diethyl fluoromalonate (3.54 mL, 22.4 mmol) was added followed by acetamidine hydrochloride (2.14 g, 22.7 mmol). The reaction mixture was heated at reflux for 3 h, cooled to RT and concentrated under reduced pressure. The residue was diluted with water (ca. 50 mL) and acidified (pH=2) with 6M aqueous HCl, and the mixture was stirred at RT for 1 h as a precipitate formed. The solids were collected by suction filtration and washed with water. Excess solvent was removed in vacuo to give 4,6-dihydroxy-5-fluoro-2-methylpyrimidine (2.08 g, 64%) as a light gray solid. LCMS (m/z): 145 (M+H)+

The synthetic route of 685-88-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICAGEN, INC.; US2007/197523; (2007); A1;,
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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. 878207-28-4, name is Methyl 2-bromo-4,5-difluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Methyl 2-bromo-4,5-difluorobenzoate

A solution of phenylmethanol (4.32 g, 0.04 mol) in dry THF (250 mL) is added NaH (1.60 g, 0.04 mol, 60% in oil). The reaction mixture is stirred at 80 C for 2 h. Then the mixture is cooled and 2-bromo-4,5-difluorobenzoic acid methyl ester (10.0 g, 0.04 mol) is added at 0C. The reaction mixture wad stirred at 0C overnight. The solution is quenched with water (50 mL) and extracted with Et20 (60 mLx2). The combined organic layers are washed with saturated NaCl solution, dried over Na2S04 and concentrated under vacuum. The residue is purified by column chromatography on silica gel to give the desired product (9.00 g, 66 %).

The synthetic route of 878207-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; ANACOR PHARMACEUTICALS INC.; AKAMA, Tsutomu; JARNAGIN, Kurt; PLATTNER, Jacob J.; PULLEY, Shon Roland; WHITE, William Hunter; ZHANG, Yong-Kang; ZHOU, Yasheen; WO2014/149793; (2014); A1;,
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These common heterocyclic compound, 23426-63-3, name is Methyl 2-bromo-2-methylpropanoate, 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. Formula: C5H9BrO2

To a solution of CH3ONa (587.78 mg, 10.88 mmol, 1.0 eq) in MeOH (20.0 mL) was addedmethyl 2-bromo-2-methyl-propanoate (1.97 g, 10.88 mmol, 1.41 mL, 1.0 eq) and tert-butyl Nhydroxy-N-methyl-carbamate (1.60 g, 10.88 mmol, 1.0 eq) at 15 C. The mixture was heated to 60 C with stirring for 16 h. TLC (PE: EtOAc = 5:1) showed that starting material was consumed completely and one main new spot formed. The mixture was evaporated to removethe solvent and get the residue. The residue was purified by column chromatography (5i02,Petroleum ether/Ethyl acetate=l0/l to 20/1) to obtain the title 0 (2.30 g, 9.30 mmol,85.49% yield) as off-white liquid. ?H NIVIR (4001V11{z, CHLOROFORM-d) = 3.74 (s, 3 H),3.11 (s, 3 H), 1.48 (d,J=4.9Hz, 15 H).

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

Reference:
Patent; NOVIRA THERAPEUTICS, INC.; KUDUK, Scott; HARTMAN, George, D.; (433 pag.)WO2018/5881; (2018); A1;,
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Synthetic Route of 35613-44-6, 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. 35613-44-6, name is Methyl 2-(2-aminophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-bromo-1-(3,4-dihydroisoquinolin-2(1H)-yl)ethanone (370 mg, 1.45 mmol), methyl 2-(2-aminophenyl)acetate (200 mg, 1.21) Methyl, anhydrous potassium carbonate (500 mg, 3.63 mmol) was added to acetonitrile (10 mL) successively, and the mixture was stirred and warmed at 80 C for 5 hours.. The TLC monitors the end of the reaction. The reaction mixture was cooled to room temperature, and the mixture was evaporated to dryness. Purification by crude silica gel column chromatography (petrole ether / ethyl acetate = 4 / 1) afforded 2-(2-((2-(3,4-dihydroisoquinolin-2(1Eta)yl)-2-oxoethyl)amino)phenyl)methyl acetate(N-001) was obtained as a pale yellow oil (150 mg, 31%).

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-(2-aminophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shaoxing Cong Ling Pharmaceutical Technology Co., Ltd.; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Yang Huaiyu; (51 pag.)CN109020887; (2018); A;,
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