Month: August 2021

Electric Literature of 5445-17-0, 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. 5445-17-0, name is Methyl 2-bromopropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

methanol (10 mL) was added to a 100 mL flask containing magnetite, and aniline (1.82 mL, 20 mmol), sodium acetate (1.8 g, 22 mmol) and methyl 2-bromopropionate (2.45 mL) were added successively under stirring., 22 mmol), refluxed at 80C for 18 hours.After completion of the reaction, 100g to 200 mesh silica gel 1g was added to the mixture, the solvent was evaporated under reduced pressure, and the residue was separated by silica gel column chromatography (n-hexane/ethyl acetate 50 to 30:1) to give 3.5 g of a colorless oily intermediate.The yield is 98%;

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

Reference:
Patent; Henan University; Jiang Zhiyong; Shao Tianju; Zhao Xiaowei; Liu Yang; Qiao Baokun; (9 pag.)CN108017580; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 179022-43-6, name is Methyl 8-azabicyclo[3.2.1]octane-3-carboxylate hydrochloride, molecular formula is C9H16ClNO2, 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. COA of Formula: C9H16ClNO2

Step 1. Preparation of methyl 8-(1-(2-chloro-6-(trifluoromethyl)benzoyl)- 1H- pyrazolo [4,3-bj pyridin-3-yl)-8-aza-bicyclo [3.2.11 octane-3-carboxylate (B-2).A mixture of (3 -bromo- 1 H-pyrazolo [4,3 -b]pyridin- 1 -yl)(2-chloro-6-(trifluoromethyl)phenyl)methanone (B-i) (200mg, 0.5 Ommol), 3 -(methoxycarbonyl)-8-azonia-bicyclo[3.2.1]octane chloride 2 (0.15 g, 0.75 mmol) and Cs2CO3 (0.65g, 2.Ommol) were suspended in DMF (5mL). The reaction mixture was heated at 150C in a microwave reactor for 5h. The resulting mixture was diluted with H20 (5OmL). 2M HC1 solution was added to adjust the pH to 3 and the aqueous layer was extracted with ethyl acetate (3x2OmL). Thecombined organic layers were washed with brine (2OmL), dried over anhydrous Na2SO4 and concentrated to obtain the crude product B-2 as yellow oil. LCMS (ESI) calc?d for C23H20C1F3N403 [M+H]: 493, found: 493

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 179022-43-6, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BARR, Kenneth Jay; MACLEAN, John; ZHANG, Hongjun; BERESIS, Richard Thomas; WO2014/28600; (2014); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 40876-98-0, These common heterocyclic compound, 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, 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.

Step 1: 6-Hydroxypyrimidine-4-carboxylic acid 63.5 g (0.3 mol) sodium diethyloxalacetate and 30.2 g (0.3 mol) formamidine acetate were added to 24.1 g (0.6 mol) NaOH in 3.6 L water. The mixture was stirred overnight at RT. Then activated charcoal was added and the mixture was refluxed for 1 h. It was filtered off while hot and after cooling acidified with a hydrochloric acid solution. The solution was concentrated to dryness by rotary evaporation. The residue contained the desired product and was used in the next step without any further purification. Yield: 83.0 g

The synthetic route of 40876-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/21500; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 172217-11-7, name is Ethyl 2-amino-6-chlorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Ethyl 2-amino-6-chlorobenzoate

A solution of sodium nitrite (4.5 g) in water (100 ml) was added dropwise during 5 minutes to a stirred suspension of ethyl 6-chloroanthranilate (12.7 g) in a mixture of concentrated sulphuric acid (27.9 ml), water (38 ml) and ice (76 g). The reaction mixture was stirred at 0C for an additional 20 minutes and then heated to 120C for 1 hour. The resultant mixture was poured into a mixture of ice and water and the product was extracted with diethyl ether. The organic phase was washed in turn with water and brine, dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using a 4:1 mixture of petroleum ether (b.p. 60-80C) and methylene chloride as eluent. There was thus obtained ethyl 6-chloro-2-hydroxybenzoate (9.8 g); NMR Spectrum : (DMSOd6) 1.3 (t, 3H), 4.3 (q, 2H), 6.9 (d, 1H), 6.95 (d, 1H), 7.25 (d, 1H), 10.45 (br s, 1H).

The synthetic route of 172217-11-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; EP1292594; (2004); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 79669-50-4, name is methyl 5-bromo-2-methyl-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 79669-50-4, Product Details of 79669-50-4

90. To a solution of methyl 5-bromo-2-methylbenzoate (1.5g, 6.548 mmol) in CCL (35 mL) was added NBS (1.4g, 7.86 mmol) followed by AIBN (65 mg, 0.393 mmol). The reaction mixture was heated at reflux for 6h. After reaction finished, the reaction mixture was poured into water and extracted with dichloromethane (50 mL x 3). The combined organic layers were dried with Na2SO4, filtered, concentrated. The residue was purified by chromatography (silica gel, hexane/EtOAc = 1 00/0 – 20/80) to give methyl 5-bromo-2- (bromomethyl)benzoate (1.513g, 75%).

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 5-bromo-2-methyl-benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GERO DISCOVERY LIMITED LIABILITY COMPANY; FEDICHEV, Petr Olegovich; GREENMAN, Kevin; CHIH-TSUNG, Chang; KHOLIN, Maksim Nikolaevich; GETMANTSEV, Evgeny Gennadievich; ZHIDKOVA, Tatiana Vladimirovna; KADUSHKIN, Alexandr Viktorovich; PYRKOV, Timofei Vladimirovich; SHISHOV, Dmitry Veniaminovich; BOLANOS-HERNANDEZ, Juan Pedro; ZAKURDAEVA, Kristina Aleksandrovna; BURMISTROVA, Olga Andreevna; (573 pag.)WO2020/80979; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2915-53-9, name is Dioctyl maleate, 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 2915-53-9, SDS of cas: 2915-53-9

(iii) Preparation of Hexyl/Octyl Sulphosuccinate Hexyl/octyl maleate/fumarate (50 g, 0.16 mole) was dissolved in methylated spirit (100 ml) and the pH of the mixture was adjusted to about 7.5 with sodium carbonate. The mixture was stirred under reflux for 5 hours with a solution of sodium metabisulphite (60 g) in water (160 ml) in a 3-necked round bottom flask fitted with stirrer and condenser. The hot solution was filtered and set to crystallise. The crude crystals were filtered off, dried and extracted with boiling ethanol. The residual inorganics were filtered off. Evaporation of the filtrate yielded the product as a glassy solid (20 g) which failed to recrystallise from acetone or ethanol. This material contained 92percent detergent-active material and 1.5percent non-detergent organic matter. It had infra-red peaks at 1735 cm-1 (C=O) and 1210-1240 cm-1 (SO3 Na) and was also identified by 1 H NMR.

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, Dioctyl maleate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lever Brothers Company; US4434091; (1984); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 4630-80-2, The chemical industry reduces the impact on the environment during synthesis 4630-80-2, name is Methyl cyclopentanecarboxylate, I believe this compound will play a more active role in future production and life.

To LDA (17.03 ml, 17.03 mmol) (1M in THF) at 0 oc was addedmethyl cyclopentanecarboxylate (1.75 g, 13.6 mmol) and the mixture stirred for 5 min. Asolution of 4-(bromomethyl)-1-chloro-2-(3-methoxypropoxy)benzene (2 g, 6.8 mmol) in THF(5ml) was added dropwise then the mixture was allow to warm toRT. The mixture wasquenched with ice and NH4CI (aq), and then extracted with EtOAc. The organics werecombined, dried (brine, Na2S04), and concentrated to an oil. The oil was purified on silicagel hex:EtOAc (eluting at -1 0%) to give methyl 1-(4-chloro-3-(3- methoxypropoxy)benzyl)cyclopentane-1-carboxylate (2.28 g, 6.69 mmol, 98% yield) as ayellow oil. LCMS (ESI) (m/z): 363.3 (M+23t.

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 cyclopentanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; DICKSON, Hamilton D.; KAZMIERSKI, Wieslaw Mieczyslaw; LEIVERS, Martin R.; WEATHERHEAD, John Gordon; (389 pag.)WO2018/154466; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 30448-43-2, 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. 30448-43-2 name is Di-tert-butyl phthalate, 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.

General procedure: To a 500 ml four-necked flask equipped with a stirring, a thermometer, a distillation apparatus, and a constant pressure dropping funnel, 200 g of toluene and 17.0 g of potassium t-butoxide (0.15 mol) were added, and the mixture was heated to an internal temperature of 100-105 C. 27.8 g (0.1 mol) of di-tert-butyl phthalate and 20.0 g (0.12 mol) of a mixture of tert-butyl 3-cyanobutanoate were added dropwise, while t-butanol was distilled off, and the mixture was stirred at 100 C for 3 hours. . Cool to 20-25 C, add 20 grams of 20% aqueous sodium hydroxide solution, stir the reaction at 20-30 C for 3 hours; connect the tail gas absorption device with lye, then add 30% hydrochloric acid to the reaction bottle to adjust the pH value The reaction was stirred at 2.0-2.5, 60 C for 3 hours; the layers were separated, and the aqueous layer was extracted with toluene three times, 50 g each time. The organic phases were combined, and toluene was distilled away to give 15.8 g of 2-methyl-1,4-naphthoquinone in a yield of 91.9%. The purity of GC was 99.7%.

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

Reference:
Patent; Xin Fa Pharmaceutical Co., Ltd.; Qi Yuxin; Qu Hu; Ju Lizhu; (6 pag.)CN109384659; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 69812-51-7, These common heterocyclic compound, 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, 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.

6-[3-(2,6-dichloro-phenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-2-trifluoromethyl-pyridin-3-ylamine from example 5, step 4 (0.132g, 0.30mmol) was dissolved in dry acetonitrile (5ml) followed by the addition of 4-chlorosulfonyl-benzoic acid methyl ester (0.070g, 0.33mmol) and pyridine (0.071g, 0.90mmol). The reaction mixture was stirred for 12h at 50C, N-methylmorpholine (0.03g, 0.3mmol) was added and stirring was continued for 8h. The reaction mixture was concentrated under reduced pressure and purified by reversed phase HPLC (column Reprosil-Pur C18-A9, 250×20 mm, gradient elution acetonitrile:water (2:1) – pure acetonitrile) followed by column chromatography on silica (eluent hexanes:ethyl acetate 3:1) to give 0.060 g (31%) of 4-{6-[3-(2,6-dichlorophenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-2-trifluoromethyl-pyridin-3-ylsulfamoyl}-benzoic acid methyl ester as colourless oil.

The synthetic route of 69812-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Phenex Pharmaceuticals AG; EP1894924; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 206551-41-9,Some common heterocyclic compound, 206551-41-9, name is Methyl 3-bromo-2-fluorobenzoate, molecular formula is C8H6BrFO2, 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 70 mL pressure vial containing 2-chloro-5-(1,4-dimethyl-1H-1,2,3-triazol-5-yl)pyridin-3-amine (Step 1 of Example 54, 500 mg, 2.24 mmol), methyl 3-bromo-2-fluorobenzoate (Oakwood, 781 mg, 3.35 mmol) and Cs2CO3 (728 mg, 2.24 mmol) in dioxane (10 mL) was added 1,1?-bis(diphenylphosphino)ferrocene (62.0 mg, 0.11 mmol), Pd(OAc)2 (85 mg, 0.38 mmol) and Xantphos (65 mg, 0.11 mmol). N2 was bubbled through the reaction mixture for 2 min. The vial was sealed and heated to 100° C. for 24 h. BrettPhos precatalyst (100 mg, 0.12 mmol) and additional methyl 3-bromo-2-fluorobenzoate (781 mg, 3.35 mmol) were added. N2 was bubbled through the reaction mixture for 2 min, and then heating was continued at 110° C. for 24 h. Additional BrettPhos precatalyst (100 mg, 012 mmol) was added and stirring was continued at 120° C. for 5 h. BrettPhos precatalyst (100 mg, 0.12 mmol) was again added and the reaction mixture was heated at 120° C. for 5 h. After cooling to room temperature, the mixture was diluted with CHCl3 and filtered through Celite® rinsing with CHCl3. The filtrate was concentrated and purified using ISCO silica gel chromatography (40 g column, gradient from 0percent to 100percent EtOAc/CH2Cl2) to give the title compound (140 mg, 17percent) as a white solid. 1H NMR (400 MHz, CDCl3) delta 7.90 (d, J=2.1 Hz, 1H), 7.74 (ddd, J=8.0, 6.5, 1.7 Hz, 1H), 7.52-7.44 (m, 1H), 7.24 (d, J=0.9 Hz, 1H), 7.17 (t, J=2.0 Hz, 1H), 6.34 (s, 1H), 3.97 (d, J=0.7 Hz, 6H), 2.32 (s, 3H); LCMS (M+H)=376.3; HPLC RT=2.23 min (Column: Chromolith ODS S5 4.6×50 mm; Mobile Phase A: 10:90 MeOH:water with 0.1percent TFA; Mobile Phase B: 90:10 MeOH:water with 0.1percent TFA; Temperature: 40° C.; Gradient: 0-100percent B over 4 min; Flow: 4 mL/min).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-bromo-2-fluorobenzoate, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Norris, Derek J.; Delucca, George V.; Gavai, Ashvinikumar V.; Quesnelle, Claude A.; Gill, Patrice; O’Malley, Daniel; Vaccaro, Wayne; Lee, Francis Y.; DeBenedetto, Mikkel V.; Degnan, Andrew P.; Fang, Haiquan; Hill, Matthew D.; Huang, Hong; Schmitz, William D.; Starrett, JR., John E.; Han, Wen-Ching; Tokarski, John S.; Mandal, Sunil Kumar; (220 pag.)US2016/176864; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics