Month: February 2021

These common heterocyclic compound, 85953-29-3, name is Methyl 2-chloro-4-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. Recommanded Product: 85953-29-3

2-Chloro-4-fluoro-benzoic acid methyl ester (500 mg, 2.65 mmol) and 4-bromophenol (504 mg, 2.9131 mmol) were sequentially added to the dry reaction flask.Potassium carbonate (731 mg, 5.2971 mmol), DMAc (5 mL), protected by a nitrogen balloonThe reaction was heated to 120 C for 12 h, cooled to rt then water (20 mL) and ethyl acetate (20 mL). The aqueous phase was added with 1 M hydrochloric acid, and the pH was adjusted to 3-4, then ethyl acetate (15 mL) was added to precipitate a white solid and filtered.The filter cake was washed with ethyl acetate (5 mL).The title compound is a white solid(230 mg, 27%).

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

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Liu Xinchang; Huang Jianzhou; Zhang Yingjun; S ¡¤geerdeman; (267 pag.)CN109111451; (2019); A;,
Ester – Wikipedia,
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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. 57381-43-8, name is Methyl 2,5-dibromobenzoate, A new synthetic method of this compound is introduced below., COA of Formula: C8H6Br2O2

To a dried 25 mL flask was introduced 3-tert-butyl-1-(2-methylphenyl)-1 H-pyrazol-5-amine (220 mg, 0.96 mmol), methyl 2,5-dibromobenzoate (235 mg, 0.80 mmol), Pd2(dba)3 (36.6 mg, 0.04 mmol), BINAP (49.8 mg, 0.08 mmol), and Cs2CO3 (365 mg, 1.12 mmol). The flask was degassed followed by addition of toluene (1 mL), and the mixture was then heated to 110¡ãC for 20 h. The mixture was cooled to rt, and diluted with ethyl acetate. The solid was filtered off, and the solvent was removed under reduced pressure. The residue was redissolved in methanol/THF (4: 1, v/v) and filtered though a C8-silica plug. HPLC purification using a gradient elution from 10percent to 90percent acetonitrile in water afforded 110 mg (31 percent) of the title compound. 1H NMR (300 MHz, CD2Cl2) No. 9.21 (s, 1 H), 7.41 (d, 1 H), 7.20-7.30 (m, 5 H), 7.10 (d, 1 H), 6.09 (s, 1 H), 3.72 (s, 3 H), 2.04 (s, 3 H), 1.30 (s, 9 H). ES-MS m/z 444.1 (MH+); HPLC RT (min) 4.30.

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; BAYER PHARMACEUTICALS CORPORATION; WO2005/112923; (2005); 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. 63485-50-7, name is cis-Methyl 3-hydroxycyclobutanecarboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C6H10O3

cis-3-hydroxycyclobutylcarboxylic acid methyl ester (2730 g, 21.0 mol, 1.0 eq) prepared in Example 1 was dissolved in tetrahydrofuran (30 L) and cooled to -10 C.p-Nitrobenzoic acid (4178 g, 25.0 mol, 1.2 eq.), diethyl azodicarboxylate (4354 g, 25.0 mol, 1.2 eq.), triphenylphosphine (6557 g, 25.0 mol, 1.2 eq.).It was then stirred at room temperature for 16 h under nitrogen.The reaction was complete by TLC, the tetrahydrofuran was removed, and methyl t-butyl ether (20 L) was added and stirred for 0.5-1 h.Filter and filter cake was washed twice with methyl tert-butyl ether.All filtrates were collected and the filtrate was washed with saturated aqueous sodium bicarbonate.Dispense, dry and concentrate.The crude product was then beaten with a mixed solvent of ethyl acetate/petroleum ether, filtered and concentrated to give a pale yellow powder.Trans-III compound trans-p-nitrobenzoic acid (3-methoxycarbonylcyclobutyl) ester (4468 g, 16.0 mol), yield 76%, purity 95%.

The synthetic route of 63485-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Bide Pharmaceutical Technology Co., Ltd.; Xiong Shichuan; Mi Taoran; Fan Jianjian; Zhang Ruihao; (9 pag.)CN108129288; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 15964-79-1, name is Methyl 2-(3,4-dimethoxyphenyl)acetate, molecular formula is C11H14O4, 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: 15964-79-1

To a solution of 315 mg (1.5 mmol) of 3,4-dimethoxyphenyl methyl acetate in 5 ml of anhydrous CHCl3, add at 0 C. and under an inert atmosphere 452 mul (3 mmol) of 1-naphthoyl chloride. Add dropwise 351 mul of SnCl4. Allow to return to room temperature. [0299] After 6 hours at room temperature, evaporate to dryness. Add 10 ml of MeOH. Stir at room temperature for 30 minutes. Evaporate to dryness. Add 7 ml of iced H2O. Allow to crystallize at 0 C. for 1 hour. Filter. Wash twice with 1 ml of H2O. Yield: 37%. The product is used as is for the subsequent reactions.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 15964-79-1, its application will become more common.

Reference:
Patent; Bourguignon, Jean-Jacques; Lagouge, Yan; Lugnier, Claire; Klotz, Eveline; Macher, Jean-Paul; Raboisson, Pierre; Schultz, Dominique; US2004/152888; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 1150566-27-0, 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. 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (0.6 g, 2.66 mmol) was dissolved in tetrahydrofuran/water solution (12 ml/4 ml) and added to hydrated lithium hydroxide at 30C for 3 hours. Concentrate under reduced pressure, add 4ml of water to dissolve, then add 1mol/L dilute hydrochloric acid solution to adjust the pH value to 3, precipitate solids, suction filter, and dry to obtain 0.375g of white solid. Yield: 71.4%.

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 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; Zhang Huibin; Chen Yun; Zhou Jinpei; Liu Xueting; Ma Hui; (29 pag.)CN107652293; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 541-16-2, name is Di-tert-Butyl malonate, 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 541-16-2, Quality Control of Di-tert-Butyl malonate

To a 100 mL round bottom flask, was added p-acetamidobenzenesulfonyl azide (1.08 g, 4.5 mmol), acetonitrile (25 mL), triethylamine (0.62 mL, 4.5 mmol), and di-tert-butyl malonate (1 mL, 4.5 mmol). The reaction was stirred at rt for 48 hours, after which time the mixture was concentrated in vacuo to near dryness. Hexanes (25 mL) was added to the crude material and the precipitate was filtered. The filtrate was concentrated in vacuo and used directly in the following procedure. To a 100 mL round bottom flask containing the above crude material (1.87 g, 7.7 mmol), was added Rh2(OAc)4 (35 mg, 0.08 mmol) and toluene (50 mL), and 2-hydroxyEtOAc (1.24 g, 11.55 mmol). 1 The reaction was stirred at 70 C overnight, after which time the mixture was filtered over Celite and purified by silica gel column chromatography (20% EtOAc/hexanes) to afford the intermediate as a colorless oil (936 mg, 33% yield) which was used directly in the next step.

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, Di-tert-Butyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kelley, Amber M.; Minerali, Eni; Wilent, Jennifer E.; Chambers, Nicholas J.; Stingley, Kyla J.; Wilson, G. Tyler; Petersen, Kimberly S.; Tetrahedron Letters; (2019);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 90971-88-3, name is Methyl 2-bromo-5-methylbenzoate, 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 90971-88-3, Quality Control of Methyl 2-bromo-5-methylbenzoate

To a mixture of 5-amino-3-ethyl-1-(2-methoxy-phenyl)-1 H-pyrazole-4-carbonitrile (Example 99, 1.0 g, 4.11 mmol), 2-bromo-5-methyl-benzoic acid methyl ester (0.78 g, 3.43 mmol) in toluene (25 mL) was added BINAP (0.21 g, 0.34 mmol) followed by tris (dibenzylideneacetone) (0) (0.19 g, 0.21 mmol). To the mixture was added cesium carbonate (1.56 g, 4.80 mmol) and the suspension was heated at 118C overnight and cooled to rt. Then reaction mixture was diluted with ethyl acetate and filtered through Celite and concentrated. The residue purified by silica gel column chromatography (25% ethyl acetate-hexanes) to give a pale yellow foamy solid (1.22 g, 91%). ES-MS m/z391.1 (MH+); HPLC RT (min) 3.73.

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-bromo-5-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/112923; (2005); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 756525-95-8, These common heterocyclic compound, 756525-95-8, name is tert-Butyl 9-Amino-4,7-dioxanonanoate, 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.

To a stirred solution of (6-((3-(3-(5-methyl-lH-imidazol-l-yl)-5- (trifluoromethyl)benzamido)benzyl)amino)-2H-indazole-3-carbonyl)-L-alanine (16) (170 mg, 0.28 mmol, 1.0 equiv) in DMF (6.8.0 mL, 40.0 vol. equiv) were added tert-butyl 3-(2-(2- aminoethoxy)ethoxy)propanoate (16) (78.60 mg, 0.34 mmol, 1.2 equiv), HATU (320 mg, 0.84 mmol, 3.0 equiv) and DIPEA (43.5 mg, 0.34 mmol, 1.20 equiv). The reaction mixture was stirred for 4 h at RT. The completion of reaction was monitored by TLC. The Reaction mixture was quenched with DMW (100 mL) and extracted with EtOAc (100 mL x 3). The combined organic extract was washed with brine (100 mL), dried over Na2S04 and concentrated under vacuum to get crude of desired compound. The crude was purified with column chromatography eluted with methanol in DCM (0 to 10%) to afford titled compound (17) (220 mg, 95.5%) as a light brown gum. 1H MR (300 MHz, OMSO-d6) delta 12.90 (s, 1H), 10.59 (s, 1H), 8.68 (s, 1H), 8.46 (s, 1H), 8.32-8.16 (m, 4H), 7.79-7.69 (m, 4H), 7.39-7.34 (t, 1H), 7.21-7.19 (d, 1H), 6.76-6.8 (s, 2H), 6.35 (s, 1H), 4.46-4.36 (m, 3H), 4.12-4.00 (t, 2H), 3.63-3.41 (m, 8H), 2.94 (s, 2H)2.21 (s, 3H), 1.45-1.38 (m, 12H). MS (ES+): 821.3 (M+l); MS (ES-): 819.5 (M-l).

Statistics shows that tert-Butyl 9-Amino-4,7-dioxanonanoate is playing an increasingly important role. we look forward to future research findings about 756525-95-8.

Reference:
Patent; QUARTZ THERAPEUTICS, INC.; ZAMBONI, Robert; HENNING, Ryan; JI, Alan; SMITH, Tyler; HELLER, Bradley; REDDY, Thumkunta Jagadeeswar; ROCHELEAU, Sylvain; BEAULIEU, Marc Andre; (266 pag.)WO2018/200981; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 2065-23-8, 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. 2065-23-8 name is Methyl 2-phenoxyacetate, 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.

Methyl phenoxyacetate (99.9 g, 0.6 mol) was added dropwise to [CHLOROSULFONIC] acid (279.6 g, 159.5 mL, 2.4 mol) at-5 C at such a rate to maintain internal temperature between 0 to-5 C (addition took about 60 min). Some solid formed during this addition. The cooling bath was removed and the reaction mixture was stirred at room temperature for an additional 1.5 hr. The reaction mixture was poured into a vigorously stirring mixture of dichloromethane (900 mL) and methanol (100 [ML)] at [0 C.] After 15 min the cooling bath was removed and the resulting mixture was stirred at room temperature for 1 hr. The resulting mixture was washed with ice cold water (2 X 250 mL). The combined aqueous layers were back extracted with dichloromethane [(1] X 250 mL). The combined organic layers were washed with brine [(1 X] 200 mL), dried over anhydrous magnesium sulfate (15 g) and concentrated under reduced pressure to give 132 g (83%) of the title compound as a white solid.’H NMR [(60MHZ)] [(CDC13)] 8 8.2-7. 2 (AB, 4H), 4.95 (s, 2H), 3.95 (s, 3H).

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

Reference:
Patent; GARST, Michael, E.; SACHS, George; SHIN, Jai, Moo; WO2004/9583; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13195-64-7, name is Diisopropyl malonate, 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 13195-64-7, HPLC of Formula: C9H16O4

(1) using 830 mmol of sodium hydride as a catalyst,200 mmol of diisopropyl malonate with 440 mmolPropargyl bromide was added to 210 mL of anhydrous acetonitrile in an ice water bath.Stir the reaction for 8 hours.The product was washed with water, extracted with EtOAc EtOAc.Obtaining the product, compound 1;

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, Diisopropyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Anhui Normal University; Zheng Xiaojie; Hu Yimin; (15 pag.)CN108947828; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics