Tag: M.W=100-200

Application of 96-30-0, 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. 96-30-0, name is 2-Chloro-N-methylacetamide, This compound has unique chemical properties. The synthetic route is as follows.

Example 3 2-(7-(4-chlorobenzyl)-3-methyl-2,6-dioxo-8-(3-(trifluoromethyl)phenoxy)-2,3,6,7- tetrahydro- 1 H-purin- 1 -yl)-N-methylacetamide The title compound was prepared using the method of example 2 except a catalytic amount of TBAI was added to give 2-(7-(4-chlorobenzyl)-3-methyl-2,6-dioxo-8-(3- (trifluoromethyl)phenoxy)-2,3,6,7-tetrahydro-lH-purin-l -yl)-N-methylacetamide (36 mg, 62.1 % yield) as white solid. ‘H-NMR (DMSO-^) delta 7.97-7.98 (m, 1H), 7.79 (s, 1H), 7.69-7.74 (m, 3H), 7.44 (s, 4H), 5.45 (s, 2H), 4.43 (s, 2H), 3.91 -3.93 (q, 2H), 3.29 (s, 3H), 2.58-2.59 (d, 3H). LCMS retention time 2.547 min; LCMS MH”1’ 522.

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

Reference:
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertrand; GALLASCHUN, Randall; WO2014/143799; (2014); A2;,
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Reference of 366-49-4, 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. 366-49-4, name is 2-Acetamido-4-fluorotoluene belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

j0622] To a stirred solution of N-(S-fluoro-2-methylphe- nyl)acetamide (28 g, i67 mmol) in acetic acid (150 mE) was added bromine (9.6 mE, i86 mmol) at iO C. The reaction mixture was stirred for i 2 h at room temperature, after completion of reaction (monitored by TEC), solid separated was filtered and dried under reduced pressure. The crude product was used in next step without thrther purification to afford N-(4-bromo-S-fluoro-2-methylphenyl)acetamide (40 g, 97%)

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

Reference:
Patent; Eisai R&D Management Co., Ltd.; BOCK, Mark; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; (141 pag.)US2016/347717; (2016); A1;,
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Electric Literature of 774-67-4, 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. 774-67-4, name is 4-Amino-N-isopropylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of compound 178.2. To a solution of 76.4 (0.150 g, 0.35 mmol, 1.0 eq) in 1,4-dioxane (3 mL) was added 178.1 (0.092g, 0.52mmol, l .Oeq) and K2C03 (0.1 lOg, 0.86mmol, 2.5eq). Reaction mixture was degassed for 10 minutes using argon gas, then Pd2(dba)3 (0.03 lg, 0.034mmol, O. leq) and Xantphos (0.042 g, 0.069 mmol, 0.2 eq) were added, and again degassed for 5 minutes. Reaction was stired at 110 C for 2 hours. After completion of the reaction, mixture was poured into water and extracted with EtOAc. Organic layers were combined, dried over Na2S04 and concentrated under reduced pressure to obtain crude which was purified by column chromatography to furnish 178.2 (0.1 lOg, 55.18%). MS (ES): m/z 573.6 [M+H]+.

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

Reference:
Patent; NIMBUS LAKSHMI, INC.; MASSE, Craig E.; GREENWOOD, Jeremy Robert; ROMERO, Donna L.; HARRIMAN, Geraldine C.; WESTER, Ronald T.; SHELLEY, Mee; KENNEDY-SMITH, Joshua Jahmil; DAHLGREN, Markus; WO2015/131080; (2015); A1;,
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Electric Literature of 57957-24-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 57957-24-1 as follows.

The compound 1a prepared in Example 2 was a boronized substrate, a different chiral ligand prepared in situ and Rh (nbd)2BF4As a catalyst, under different conditions, the preparation of chiral alpha-amino tertiary borate.The reaction is carried out by reacting alpha-arylalkenamide (1a) (0.3 mmol, 1.0 equiv), [Rh (nbd)2] BF4(0.006 mmol, 2 mol%), chiral ligands (0.006 mmol, 2 mol%), boronic acid pinacol ester (0.45 mmol, 1.5 equiv) and base (0.06 mmol, 0.2 equiv) were added to the dry reaction tube.Add solvent (1 mL).Followed by reaction at 60 C for 12 hours.The reaction was quenched with water (3 mL) and extracted with ethyl acetate (10 mL x 3).The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, concentrated and purified by column chromatography.The ee value of the reaction was determined by HPLC (OD-H or AD-H).

According to the analysis of related databases, 57957-24-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Tang Wenjun; Zhao Guoqing; Hu Naifu; (31 pag.)CN106146543; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 112257-19-9, name is tert-Butyl methyl(2-(methylamino)ethyl)carbamate, 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 112257-19-9, Application In Synthesis of tert-Butyl methyl(2-(methylamino)ethyl)carbamate

Step 4 Synthesis of (2S,3R,4S,5S,6S)-2-(((S)-6-(5-((S)-4-(((2-((tert-butoxycarbonyl)(methyl)amino)ethyl)(methyl)carbamoyl)oxy)-8-(chloromethyl)-1-methyl-7, 8-dihydro-6H-thieno[3,2-e]indol-6-yl)-5-oxopentanoyl)-8-(chloromethyl)-1-methyl-7,8-dihydro-6H-thieno[3,2-e]indol-4-yl)oxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (47) To a solution of 46 (50 mg, 0.054 mmol) in THF (3 mL) at 0° C., was added a solution of 4-nitrophenyl chloroformate (22 mg, 0.10 mmol) in DCM (0.5 mL), followed by DIPEA (57 uL, 0.33 mmol), and the mixture was stirred at 0° C. for 1 h. To the above mixture was added a solution of 38 [prepared as described J. Med. Chem. 1992, 33, 559-567] (31 mg, 0.16 mmol) in THF (0.5 mL), and the mixture was stirred at 0° C. for 30 min and concentrated in vacuo, and the residue was purified was purified by silica gel chromatography using a gradient of EtOAc (0-100percent) in heptanes to give the product 47 as white solid 56 mg (91percent). LC-MS (Protocol B): m/z 1150.2 [M+NH4], retention time=1.14 minutes

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, tert-Butyl methyl(2-(methylamino)ethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; MADERNA, Andreas; SUBRAMANYAM, Chakrapani; TUMEY, Lawrence N.; CHEN, Zecheng; CASAVANT, Jeffrey M.; (187 pag.)US2016/271270; (2016); 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. 2832-19-1, name is 2-Chloro-N-(hydroxymethyl)acetamide, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Chloro-N-(hydroxymethyl)acetamide

(e) 2-chloro-N-[5-(1,1-dimethylethyl)-2-hydroxy-3-methylsulfonylbenzyl]acetamide 13.5 g (0.06 mol) of 4-(1,1-dimethylethyl)-2-methylsulfonylphenol are dissolved in 100 ml of concentrated sulfuric acid. 6.63 g (0.054 mol) of 2-chloro-N-hydroxymethylacetamide are added and the mixture is stirred at room temperature for 10 minutes. It is then poured onto ice-water and the crude product is filtered off with suction and recrystallized from toluene. Colorless crystals of melting point: 134-135 C.

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; Hoechst Aktiengesellschaft; US4661636; (1987); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 62005-48-5, These common heterocyclic compound, 62005-48-5, name is N-(2,2-Dimethoxyethyl)acetamide, 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.

General procedure: 0086] To a solution of crude N-(2,2-dimethoxyethyl)ethanesulfonamide in acetone: water (1: 1, 4 niL) was added Amberlyst-15 Hydrogen form (1.0 g). The resulting mixture was stirred over two days at room temperature. The suspension was filtered through celite and concentrated under reduced pressure to afford crude N-(2-oxoethyl)ethanesulfonamide (614 mg) as a yellow oil. Used without further purification. 1H NMR (400 MHz, CDC13) delta 9.68 (s, J = 1.1 Hz, 1H), 4.15 (d, J = 5.2 Hz, 2H), 3.07 (q, J = 7.4 Hz, 2H), 1.40 (t, J = 7.4 Hz, 3H).

Statistics shows that N-(2,2-Dimethoxyethyl)acetamide is playing an increasingly important role. we look forward to future research findings about 62005-48-5.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; BRUCELLE, Francois; GEHLING, Victor, S.; KHANNA, Avinash; (74 pag.)WO2018/81343; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide, 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 17193-28-1, Safety of 1-Amino-1-cyclopentanecarboxamide

General procedure: 1-amino-cyclopentanecarboxamide (3) (8.0 g, 62.5 mmol) was acylated with alkyl acyl chloride (93.7 mmol) and triethylamine (17.3 mL, 125.0 mmol) in 50 mL dichloromethane(DCM) at 0 C.After the reaction was completed, the resulting mixture was addedwith 30 mLwater, and extracted with DCM (25 mL 3). The organiclayer was dried over MgSO4. After filtration, the solvent wasremoved under reduced pressure. The residue was dissolved in50 mL MeOH and then 50 mL 10 M KOH was added slowly. Themixturewas refluxed for 3 h. After cooled to room temperature, themixture was added 50 mL H2O and extracted with DCM(30 mL 4). The organic layer was dried over MgSO4, the solventwas removed under reduced pressure. The resulting residue waspurified by CC to give 5a-d.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Amino-1-cyclopentanecarboxamide, and friends who are interested can also refer to it.

Reference:
Article; Bao, Xiaolu; Zhu, Weibo; Yuan, Weidong; Zhu, Xingbo; Yan, Yijia; Tang, Hesheng; Chen, Zhilong; European Journal of Medicinal Chemistry; vol. 123; (2016); p. 115 – 127;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 83922-54-7, 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. 83922-54-7 name is 4-(Methylsulfonamido)benzaldehyde, 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.

Step 1) diethyl (hydroxy (4- (methylsulfonamido) phenyl) methyl) phosphonate To a mixture of N- (4-formylphenyl) methanesulfonamide (2 g, 10 mmol) and diethyl phosphate (1.4 g, 10 mmol) was added a solution of sodium methoxide in methanol (0.5 mL, 0.25 mmol) . The mixture was stirred at rt for 12 hours. The reaction mixture was diluted with dichloromethane (20 mL) and washed with saturated aqueous NH4Cl (10 mL) , and dried over anhydrous Na2SO4and concentrated in vacuo. The residue was purified by silica gel column chromatography eluted with PE : EtOAc (V : V) 10 : 1 to give diethyl (hydroxy (4- (methylsulfonamido) phenyl) methyl) phosphonate as gray oil (2.9 g, 87) .[1120]MS (ESI, pos. ion) m/z: 338.3 [M+H]+.

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

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; XIE, Hongming; WU, Xiwei; REN, Qingyun; ZHANG, Jiancun; (236 pag.)WO2015/197028; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 402-46-0, These common heterocyclic compound, 402-46-0, name is 4-Fluorobenzenesulfonamide, 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 b N-[(1-Oxo-2-oxo-2-chloro)ethyl]-4-(fluoro)benzenesulfonamide Combine 4-(fluoro)benzenesulfonamide (1.12g, 6.4mmol) and oxalyl chloride (15mL) and reflux for 9 hours. Evaporate the excess oxalyl chloride in vacuo to give the title compound.

Statistics shows that 4-Fluorobenzenesulfonamide is playing an increasingly important role. we look forward to future research findings about 402-46-0.

Reference:
Patent; Merrell Pharmaceuticals Inc.; US5606063; (1997); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics