Author: Jessica.F

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. 614-76-6, name is 2-BroMoacetanilide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 614-76-6

2-Bromoacetanilide (1 .68 g, 90% content, 7.06 mmol) is dissolved in dry THF (15 mL) and cooled to -78 C under a nitrogen atmosphere. n-Butyllithium (2.5 M solution in hexane, 5.93 mL, 14.8 mmol) is added dropwise and the mixture stirred at -78 C for 30 minutes. tert-Butyl 2-formylpropan-2-ylcarbamate (1 .39 g, 7.42 mmol) in dry THF (10 mL) is added dropwise and the mixture stirred for 30 minutes at -78 C then allowed to warm to -50 C over 1 hour. Saturated aqueous ammonium chloride solution (20 mL) is added, the mixture allowed to warm to room temperature and the phases separated. The organic phase is washed with brine, dried and the solvent removed. The residue is purified by flash chromatography (Eluent 0-2% MeOH in DCM) to give the title product (370 mg, 16%). UPLC-MS (Method 1 ): Rt = 1 .02 min MS (ESI+): m/z = 323 (M+H)+

According to the analysis of related databases, 614-76-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; MAZZAFERRO, Rocco; FERRARA, Marco; GIOVANNINI, Riccardo; LINGARD, Iain; (195 pag.)WO2016/75239; (2016); A1;,
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Reference of 94838-59-2,Some common heterocyclic compound, 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, molecular formula is C13H20N2O2, 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.

A mixture of dihydro-2//-thiopyran-4(3//)-onc (0.488 g, 4.2 mmol), tert- butyl 4- aminophenethylcarbamate (0.5 g, 2.1 mmol) and ZnCh (0.859 g, 6.3 mmol) in methanol (10 mL) was stirred at room temperature overnight. After this time NaBHiCN (0.66 g, 10.5 mmol) was added and the mixture was heated at 40 C for 4 h. After it was cooled to room temperature, the reaction mixture was filtered and washed with ethyl acetate. The filtrate was concentrated in vacuo and purified by column chromatography to afford the title compound as light-yellow solid (0.401 g, 56.7% yield). NMR (500 MHz, DMSO-r/d) d: 6.87 (d, J= 8.3 Hz, 2H), 6.79 (t, J = 5.3 Hz, 1H), 6.50 (d, J= 8.4 Hz, 2H), 5.31 (d, .7= 8.6 Hz, 1H), 3.26 – 3.19 (m, 1H), 3.03 (dd, J= 14.6, 6.3 Hz, 2H), 2.68 (dd, J= 9.6, 3.4 Hz, 4H), 2.52 (d, J= 9.6 Hz, 2H), 2.20 – 2.09 (m, 2H), 1.47 (ddd, J= 13.4, 9.7, 4.7 Hz, 2H), 1.37 (s, 9H).

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

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

Adding a certain compound to certain chemical reactions, such as: 147356-78-3, name is N-Methoxy-N-methylcyclopropanecarboxamide, 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 147356-78-3, COA of Formula: C6H11NO2

To a solution of N-methoxy-N-methyl-cyclopropanecarboxamide (1.2 g, 9.10 mmol) and [cis-2- bromo-7-deuterio-5-phenyl-5,6-dihydropyrrolo[l,2-b][l ,2,4]triazol-7-yl]oxy-tert-butyl-dimethyl- silane (1.8 g, 4.55 mmol) in tetrahydrofuran (40 mL) was added isopropylmagnesium chloride (2.0 M in tetrahydrofuran, 6.83 mL, 13.66 mmol) dropwise at 0 C. The mixture was stirred at 0 C for 1.5 h and quenched by addition of saturated aqueous ammonium chloride (50 mL). The mixture was extracted with ethyl acetate (3 x 50 mL). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 100 – 200 mesh, 0 to 20% ethyl acetate in petroleum ether) to give [cis-7-[tert- butyl(dimethyl)silyl]oxy-7-deuterio-5-phenyl-5,6-dihydropyrrolo[l,2-b] [l,2,4] triazol-2-yl]- cyclopropyl-methanone (450 mg, 26%>) as a colorless oil. LCMS RT = 1.030 min, m/z = 384.2 [M + H]+. LCMS (5 to 95%> acetonitrile in water + 0.03 %> trifluoacetic acid over 1.5 mins) retention time 1.030 min, ESI+ found [M+H] = 384.2.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; HAMILTON, Gregory; ZHAO, Guiling; CHEN, Huifen; DANIELS, Blake; STIVALA, Craig; (358 pag.)WO2019/12063; (2019); A1;,
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. 57561-39-4, name is tert-Butyl (2-hydroxyethyl)(methyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of tert-Butyl (2-hydroxyethyl)(methyl)carbamate

To an ice-cooled solution of tert-butyl 2-hydroxyethyl(methyl)carbamate (300mg, 1 .71 mmol)) in dry CH2CI2 (8.5ml_) under argon was added portion wise Dess-Martin periodinane (762mg, 1.8mmol). Once finished the addition, the reaction mixture was stirred at room temperature for 3h. The mixture was poured into saturated solutions of NaHCOs (50 mL) and Na2S203 (50 mL) and more CH2CI2 (100 mL). It was well-stirred at room temperature for 30 minutes. The organic phase was separated and washed with sat. aq. NaHC03 (1 x 20 mL). It was dried over magnesium sulphate and concentrated to afford the title compound (370 mg, 98%) as colourless oil together with a yellow solid, which was used in the next step without further purification.1H NMR (300 MHz, cdcl3) delta 9.61 (s, 1 H), 3.98 (d, J = 33.9 Hz, 2H), 2.94 (t, J = 10.8 Hz, 3H), 1 .46 (dd, J = 8.2, 6.3 Hz, 9H).

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 57561-39-4.

Reference:
Patent; ALMIRALL, S.A.; AIGUADE BOSCH, Jose; GUAL ROIG, Silvia; PRAT QUINONES, Maria; PUIG DURAN, Carlos; WO2013/68552; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 3984-14-3, 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. 3984-14-3, name is N,N-Dimethylsulfamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 16; Preparation of Compound 16: N-(4,6-dimethyl-2-pyridinyl)valyl-(4R)-N-((1R,2S)-1-((dimethylsulfamoyl)carbamoyl)-2-vinylcyclopropyl)-4-((6-methoxy-1-isoquinolinyl)oxy)-L-prolinamide; Step 1:; To a solution of N-Boc-vinylcyclopropane carboxylic acid (1.83 g, 8.05 mmol) and THF (32 mL) was added 1,1′-carbonyldiimidazole (1.44 g, 8.86 mmol). After stirring at room temperature for 3 hours, the reaction mixture was treated with N,N-dimethylsulfamide (1.0 g, 8.05 mmol) followed by DBU (2.45 g, 16.1 mmol) and was stirred at room temperature for an additional 15 hours. The reaction was then diluted with ethyl acetate (50 mL) and washed with 1.0M aqueous HCl (2¡Á25 mL). The aqueous layer was extracted with ethyl acetate (2¡Á50 mL). The combined organic portion was washed with H2O (25 mL) and brine, dried over MgSO4, filtered, and concentrated to a light yellow solid (2.6 g, 97% yield) which was used without further purification. LC-MS, MS m/z 356 (M++Na).

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, N,N-Dimethylsulfamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/119461; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, 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 456-64-4, HPLC of Formula: C7H6F3NO2S

Intermediate 7 (3 g) was dissolved in dimethylformamide (100 mL) and the solution cooled to 0C under nitrogen. Triethylamine (2.3 mL) was added and the stirred solution treated with N-phenyltrifluoromethanesulfonamide (4.83 g). After 30 minutes at 0C the reaction mixture was allowed to reach room temperature and stirred for 72 hours. The reaction mixture was diluted with water (5 ml) and concentrated, treated with water (200 ml) and extracted with ethyl acetate (4x 250 ml). The combined organic extracts were washed with water (2x 250 mL), dried (Na2SO4), filtered, concentrated to dryness and purified by silica gel chromatography, eluting with ethyl acetate/cyclohexane (5:95, 10:90 then 20:80, v/v) to give the title compound.MS calcd for (C30H30F3NO7S + H)+: 620 MS found (electrospray): (M+H)+= 620

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, 1,1,1-Trifluoro-N-phenylmethanesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/96774; (2004); 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. 630-22-8, name is 2,2-Dimethylpropanethioamide, A new synthetic method of this compound is introduced below., Recommanded Product: 630-22-8

To a solution of 2-propen-1 -yl [2-fluoro-3-(4-pyridinylacetyl)phenyl]carbamate (2.2 g, 7.00 mmol) in Lambda/,/V-dimethylacetamide (DMA) (25 ml_) was added N- bromosuccinimide (NBS) (1 .495 g, 8.40 mmol) at 0 C. The reaction mixture was stirred at room temperature for 1 h. 2,2-Dimethylpropanethioamide (0.985 g, 8.40 mmol) was added at room temperature and the mixture was stirred at 60 C for 1 .5 h. The reaction mixture was quenched with water and ethyl acetate. The organic layer was separated, washed with water, dried over MgSO4, filtered and evaporated. The red oil was purified by flash column chromatography on silica gel (100 % EtOAc). 2-Propen-1 -yl {3-[2- (1 ,1 -dimethylethyl)-5-(4-pyridinyl)-1 ,3-thiazol-4-yl]-2-fluorophenyl}carbamate (200 mg, 0.486 mmol, 6.94 % yield) was isolated as white foam. 1 H NMR (400 MHz, DMSO-c/e) ppm 1 .46 (s, 9 H) 4.58 (dt, J=5.31 , 1 .39 Hz, 2 H) 5.22 (dd, J=10.48, 1 .64 Hz, 1 H) 5.34 (dd, J=17.18, 1 .77 Hz, 1 H) 5.84 – 6.04 (m, 1 H) 7.13 – 7.29 (m, 4 H) 7.66 – 7.84 (m, 1 H) 8.40 – 8.57 (m, 2 H) 9.46 (s, 1 H); HPLC Rt= 2.95 min, MS (ESI): 412.1 [M+H]+.

The synthetic route of 630-22-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Jerry, Leroy; FAITG, Thomas; KASPAREC, Jiri; PENG, Xin; RALPH, Jeffrey; RHEAULT, Tara Renae; WATERSON, Alex Gregory; WO2011/59610; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 141761-83-3,Some common heterocyclic compound, 141761-83-3, name is Methyl 6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylate, molecular formula is C11H10ClNO4, 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.

500ml three bottles,After adding 150 ml of water and 12 g (0.3 mol) of sodium hydroxide, the mixture was stirred until the solid was completely dissolved, and 100 ml of ethanol was further added thereto. The temperature was lowered to 20C, 6-chloro-4-methyl-3,4-dihydro- (0.1 mol) of methyl 2,4-benzoxazin-8-carboxylate was added and stirred for 3 h. After the reaction was completed, the reaction mixture was cooled to 10 C or less, diluted hydrochloric acid was adjusted to pH 2, filtered and dried to give 4-methyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid as an off-white solid, 21.9 g, 91% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylate, its application will become more common.

Reference:
Patent; Yangtze River Pharmaceutical Group Sichuan Hairong Pharmaceutical Co., Ltd; Li, Yuanbo; Xie, Yipeng; Cao, Kangping; Wang, Qiang; Wu, Puhua; Wang, Ying; Zhou, Xinyu; (9 pag.)CN104557907; (2016); B;,
Amide – Wikipedia,
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Application of 116861-31-5, A common heterocyclic compound, 116861-31-5, name is tert-Butyl (3-chloropropyl)carbamate, molecular formula is C8H16ClNO2, 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.

A mixture of l-(lR-pyrrolo[2,3-c]pyridin-2No.yl)ethanone oxime (Example 72) (100 mg, 0.42 mmol) and sodium hydride (18 mg of a 60% in mineral oil, 0.45 mmol) in N,N- dimethyl formamide (4 mL) was stirred for 0.5 h. N-Boc chloropropylamine (86 mg, 0.44 mmol) was added dropwise and the reaction mixture was heated at 60C for 3 h. After stirring at room temperature for 12 h, the reaction mixture was quenched with water (10 mL) and extracted with ethyl acetate (3 15 mL). The combined organic extracts were washed with water and brine, dried over sodium sulfate, and concentrated to an oil. Purification by Biotage chromatography (30 to 100% ethyl acetate in hexanes) produced tert-butyl 3- [[[phenyl(1H-pyrrolo[2,3-c]pyridin-2- yl) methylene]amino]oxy]propylcarbamate (76 mg, 46%) as a white solid: mp 52-58C; ESI MS m/z 395 [C22H26N403 + H]+; HPLC (Method A) 98.6% (AUC) , tR = 19.2 min.

The synthetic route of 116861-31-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/97129; (2005); A2;,
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. 711007-44-2, name is 2,3-Diaminobenzamide, A new synthetic method of this compound is introduced below., SDS of cas: 711007-44-2

Example 1: Benzyl 3-(4-carbamoyl-lH-benzo[d]imidazol-2-yl)-3,4-dihydroisoquinoline-2- (lH)-carboxylate.[00147] Step-1: To a solution of 2-((benzyloxy)carbonyl)-l,2,3,4-tetrahydroisoquinoline-3- carboxylic acid (1.0 g, 3.21 mmol) in anhydrous DMF (20 ml) was added EDCHCl (1.85 g, 9.63 mmol), HOBt (681 mg, 5.05 mmol) and triethylamine (0.7 ml, 4.81 mmol) and the mixture was stirred at RT for 10 min. To this reaction mixture, 2,3-diaminobenzamide (606 mg, 4.01 mmol) was added and was stirred at RT over night. The reaction was poured in to water, stirred for 30 min and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous sodium sulfate and concentrated under vacuum to yield benzyl 3-(2-amino-3- carbomoylphenylcarbamoyl)-3,4-dihydroisoquinoline-2(lH)-carboxylate. MS (ES+): m/z 445.1 [M+H]+

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; ANGION BIOMEDICA CORP.; PANICKER, Bijoy; LIM, Dong, Sung; SMITH, David, E.; WO2011/2520; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics