Month: July 2021

Related Products of 442514-22-9, These common heterocyclic compound, 442514-22-9, name is tert-Butyl (3-(methylamino)propyl)carbamate, 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 solution of tert-butyl (3-(methylamino)propyl)carbamate (8 g, 42.5 mmol) in dichloromethane (DCM) (100 mL) was added TEA (1 1 .85 mL, 85 mmol). The reaction mixture was cooled to 0C and then chloroacetyl chloride (5.1 1 mL, 63.7 mmol) was added dropwise. It was stirred at ambient temperature for 1 h. The reaction was quenched with saturated sodium bicarbonate solution (80 mL) and extracted with DCM (2 x 80 mL). The combined organic layer was washed with brine solution (80 mL), dried over anhydrous Na2S04, filtered and concentrated. The crude residue was purified by flash column chromatography eluting with EtOAc: Hexane (3:7) to give the title compound (7 g, 24.37 mmol, 57.4 % yield) as light yellow liquid. LCMS m/z 265.35 (M+H)+,1 .79 min (ret. time)

The synthetic route of 442514-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BOEHM, Jeffrey Charles; DAVIS, Roderick S.; GOODWIN, Nicole Cathleen; KERNS, Jeffrey K.; LI, Tindy; YAN, Hongxing; (113 pag.)WO2018/109648; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, belongs to amides-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. COA of Formula: C13H20N2O2

Tert-butyl (4-aminophenethyl)carbamate (2.33 g, 9.89 mmol, 1.0 eq) was dissolved in DCM (100 mL) and mixed with HBTU (3.75 g, 9.89 mmol, 1.0 eq) and cooled to 0C using an ice bath. Azidoacetic acid (1.0 g, 9.89 mmol, 1.0 eq) was added to the stirring mixture followed by NMM (2.18 mL, 19.79 mmol, 2.0 eq). The mixture was stirred 1 hour at 0C and 23 hours at room temperature. The mixture was then diluted with 0.5 M NaHC03 (100 mL) and the organic phase was separated. The aqueous phase was then extracted two times with 50 mL DCM, the combined organic phases dried over MgS04, filtered and concentrated in vacuo. The crude material was further purified using column chromatography on Si02 with 50-100% EtOAc in heptane as eluent. This gave a pale yellow solid.

The synthetic route of 94838-59-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITETET I OSLO; GOLDING, Louise; RONGVED, Pal; ASTRAND, Ove Alexander H°gmoen; SAMUELSEN, Ørjan; SCHNAARS, Christian; KILDAHL-ANDERSEN, Geir; (234 pag.)WO2018/33719; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1314538-55-0, name is Potassium (((tert-butoxycarbonyl)amino)methyl)trifluoroborate, belongs to amides-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 1314538-55-0, name: Potassium (((tert-butoxycarbonyl)amino)methyl)trifluoroborate

To a N2 purged flask containing O-Silyl imidazole 8a or 8b (2.0 mmol, 1.0 equiv.), Pd(OAc)2 (0.2 mmol, 0.1 eq.), XPhos (0.2 mmol, 0.1 eq.), tert- butoxycarbonyl)amino)methyl) trifluoroborate (2.2 mmol, 1.1 eq.) and K2C03 (6 mmol, 3.0 equiv.) was added 6 mL degassed toluene and 1.5 mL degassed water. The reaction was then heated to 75 C for 18 hours. Upon completion, the reaction was diluted with ethyl acetate and washed with water and brine. The organic layer was then collected and dried over Na2S04 followed by filtration and concentration via rotary-evaporation. The crude material was then purified using silica gel column chromatography (2:1 Ethyl Acetate: Hexanes to 10:1 Ethyl Acetate: Hexanes) to yield the Boc- protected amino-product as a white solid (50-60% yield)

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, Potassium (((tert-butoxycarbonyl)amino)methyl)trifluoroborate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; HERGENROTHER, Paul J.; GEDDES, Emily Jane; DROWN, Bryon Shane; MOTIKA, Stephen E.; PARKER, Erika Nicole; (141 pag.)WO2019/177975; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 14062-80-7, 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. 14062-80-7, name is 4-Chloro-N,N-dimethylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE I 2-p-Chlorobenzoylpyrrole A mixture of 183 g (1 mole) of p-chloro-N,N-dimethylbenzamide and 153g (1 mole) of phophorous oxychloride in 300 ml of 1,2-dichloroethane is heated under reflux for 30 minutes, after which a solution of 67g (1 mole) of pyrrole in 300 ml of dichloroethane is added drop-wise. It is cooled and a solution of 408g (3 moles) of sodium acetate trihydrate in 1600 ml of water is added dropwise for 45 minutes, after which the mixture is again heated under reflux for 30 minutes. The resulting mixture is poured onto ice, the organic layer is separated, and the aqueous layer is washed with chloroform. The combined organic solutions are washed with sodium bicarbonate and brine and dried over magnesium sulfate. Evaporation of the solvent in vacuo gives a dark oil, which is distilled in vacuo through a heated Vigreaux column to give a white solid; mp 106-9 C. It is recrystallized from cyclohexane to give 2-p-chlorobenzoylpyrrole as white needles; m.p. 110-113 C.

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-N,N-dimethylbenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; McNeil Laboratories, Inc.; US4002643; (1977); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 67074-78-6,Some common heterocyclic compound, 67074-78-6, name is 3,4-Dihydropyrido[2,3-b]pyrazin-2(1H)-one, molecular formula is C7H7N3O, 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.

F) N-(1-(4-methoxyphenyl)propyl)-2-oxo-2,3-dihydropyrido[2,3-b]pyrazine-4(1H)-carboxamide To a solution of 3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-one (23.5 mg) in a mixed solvent of tetrahydrofuran (5 mL) and N,N-dimethylacetamide (1 mL) were added triethylamine (65.9 muL) and bis(trichloromethyl)carbonate (46.8 mg) at 0C. The reaction mixture was stirred at 0C for 2 hr, triethylamine (65.9 muL) and 1-(4-methoxyphenyl)propan-1-amine hydrochloride (159 mg) were added thereto at 0C. The reaction mixture was stirred at room temperature for 2 hr, water was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane), and crystallized from hexane/isopropyl ether to give the title compound (6.3 mg). MS (API-): [M-H]- 339.0. 1H NMR (300 MHz, CDCl3) delta 0.79-1.00 (3H, m), 1.76-1.97 (2H, m), 3.78 (3H, s), 4.68 (2H, s), 4.83 (1H, q, J = 7.2 Hz), 6.86 (2H, d, J = 8.7 Hz), 6.96 (1H, dd, J = 7.7, 5.1 Hz), 7.08-7.37 (3H, m), 7.97 (1H, dd, J = 5.1,1.3 Hz), 9.69 (1H, brs), 10.35 (1H, d, J = 7.6 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4-Dihydropyrido[2,3-b]pyrazin-2(1H)-one, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIKAMI, Satoshi; NAKAMURA, Shinji; ASHIZAWA, Tomoko; SASAKI, Shigekazu; TANIGUCHI, Takahiko; NOMURA, Izumi; KAWASAKI, Masanori; EP2848618; (2015); A1;,
Amide – Wikipedia,
Amide – 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. 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H17NO3

A solution of potassium tert-butoxide (1? 5eq) was added to a solution of (1-hydroxymethylcyclopropyl) -tert-butoxycarbonylamino in tetrahydrofuran [THF] at room temperature. After stirring for 30 min, 4-fluoro-2-isopropyl Oxy-1-nitrobenzene (1.3 eq) and heated to 50 C overnight. After completion of the reaction, the reaction solution was cooled, poured into water and extracted three times with ethyl acetate. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate and then poured onto the column. PE [petroleum ether]: EA [ethyl acetate] Volume ratio) = 5: 1 to obtain compound 4-3.

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; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Geng Meiyu; Song Zilan; Ai Qing; Liu Zhiqing; Chen Yi; Peng Xia; Ding Jian; (29 pag.)CN107216319; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 683-57-8, name is 2-Bromoacetamide, molecular formula is C2H4BrNO, 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. Quality Control of 2-Bromoacetamide

In a 100 mL round bottom flask was added 3-chlorophenol (2.57 g, 20.0 mmol), 2-bromoacetamide (2.76 g, 20.0 mmol), potassium carbonate (5.53 g, 40.0 mmol) and acetone (40 mL),The reaction system was heated to 70C and reacted overnight.After the reaction is completed, the mixture is cooled to room temperature, filtered, and the solvent is evaporated to dryness under reduced pressure. The crude product is purified by column chromatography (petroleum ether/ethyl acetate (V/V) = 1/1) to give a white solid (3.22 g, 87).%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 683-57-8, its application will become more common.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, YINGJUN; ZHANG, JIANCUN; WANG, XIAOJUN; LIN, RUNFENG; CAO, SHENGTIAN; WANG, ZHAOHE; LI, JING; (226 pag.)TWI607995; (2017); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C13H20N2O2

A mixture of 2-(4-fluoropiperidin-l-yl)acetic acid(239 mg, 1.48 mmol), HATU (619 mg, l.63mmol) and DIPEA (524 mg, 4.44 mmol) in DCM (10 mL) and DMF(lOmL) was stirred at room temperature for 0.5 h. Then tert- butyl 4-aminophenethylcarbamate (350 mg, 1.48 mmol) was added and the reaction was stirred at room temperature overnight. TLC showed the reaction completed. The reaction mixture was concentrated and purified by column chromatography to afford the title compound as yellow solid (400 mg, 71.3% yield). ‘H NMR (500 MHz, DMSO- d6) d: 10.38 (s, 1H), 7.50 (d, J= 8.3 Hz, 2H), 7.18 (t, J= 8.5 Hz, 2H), 6.87 (d, J= 5.5 Hz, 1H), (0881) 4.92 (d, J= 52.6 Hz, 1H), 3.95 (dd, J= 34.1, 9.3 Hz, 1H), 3.11 (dd, J= 13.9, 6.5 Hz, 5H), 2.81 (d, .7= 79.7 Hz, 1H), 2.65 (t, J= 7.4 Hz, 2H), 2.20 – 1.99 (m, 4H), 1.91 (s, 1H), 1.36 (s, 10H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 94838-59-2.

Reference:
Patent; ZHEJIANG VIMGREEN PHARMACEUTICALS, LTD; SUN, Sanxing; ZHAO, Long; HU, Chongbo; CHEN, Zhengshu; YE, Jinqi; (0 pag.)WO2020/2969; (2020); A1;,
Amide – Wikipedia,
Amide – 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. 24036-52-0, name is 6-Bromo-2H-1,4-benzoxazin-3(4H)-one, A new synthetic method of this compound is introduced below., Recommanded Product: 24036-52-0

A degassed suspension of commercially available 6-Bromo-4H- benzo[l ,4]oxazin-3-one (8.39 g), Zn(CN)2 (3.46 g) and Pd(PPh3)4 (2.13 g) in DMF (70 mL) was stirred in a oil bath (80C) overnight. The mixture was cooled to room temperature and then poured into water (500 mL). The precipitate was collected by suction, air dried, washed with pentane, dissolved in CH2Cl2ZMeOH (1 : 1), filtered through an silica pad and concentrated to yield a yellow solid (5.68 g, 89%). [MH]+ = 175.

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; ALANTOS PHARMACEUTICALS HOLDING, INC.; WO2008/63667; (2008); A1;,
Amide – Wikipedia,
Amide – 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. 83922-51-4, name is N-(3-Bromophenyl)methanesulfonamide, A new synthetic method of this compound is introduced below., COA of Formula: C7H8BrNO2S

A solution of N-(3-bromophenyl)methanesulfonamide (0.500 g, 1.999 mmol), sodium hydride (60.00 %, 0.096 g, 2.399 mmol) and methyl 4-(bromomethyl)-3-fluorobenzoate (0.543 g, 2.199 mmol) in N,N-dimethylformide (10 mL) was stirred at the room temperature for 5 hr. Then, water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with aqueous saturated ammonium chloride solution, dried with anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was chromatographed (Si02, 12 g cartridge; ethyl acetate / hexane = 0 % to 30 %) to give methyl4-((N-(3-bromophenyl)methylsulfonamido)methyl)-3-fluorobenzoate as yellow solid (0.490 g, 58.9 %).

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; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics