Category: amides-buliding-blocks

459817-82-4, Adding some certain compound to certain chemical reactions, such as: 459817-82-4, name is tert-Butyl 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide, 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 459817-82-4.

Step 1 : To an oven-dried flask containing 4,6-dichloro-2- (methylsulfanyl)pyrimidine (390 mg, 2.0 mmol) in anhydrous THF (7.5 mL) was added TMPMgCI LiCI (2.4 mL, 2.4 mmol; as a 1 M solution in THF) at r.t. After stirring for 30 min, tert-butyl 1 ,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide (469 mg, 2.1 mmol) was added and the reaction was stirred for a further 1 h at r.t. To the mixture was added 1 M citric acid (7.5 mL) and EtOAc (7.5 mL) followed by vigorous stirring for 5 min. The organic layer concentrated to give tert-butyl N-{2- [4,6-dichloro-2-(methylsulfanyl)pyrimidin-5-yl]ethyl}.

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 459817-82-4.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; HOMAN, Evert; HELLEDAY, Thomas; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; FISKESUND, Roland Julius Yu; (359 pag.)WO2015/187089; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 6228-73-5, name is Cyclopropanecarboxamide, 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. 6228-73-5

To a microwave tube was added 4-(4-bromo-lH-imidazo[4,5-c]pyridin-2-yl)-3,5- dichlorobenzonitrile (0.10 g, 0.27 mmol), cyclopropanecarboxamide (0.069 g, 0.81 mmol), Pd2(dba)3 (0.036 g, 0.040 mmol), XantPhos (0.017 g, 0.030 mmol), Cs2C03 (0.26 g, 0.81 mmol) and dioxane (3.0 mL). The mixture was degassed with N2 for 10 min. The resulting mixture was irradiated in a microwave reactor at 160 C for 2 hours and then cooled to room temperature. The mixture was filtered with Celite and the filtrate was concentrated and purified by prep-TLC to give the desired product as a white solid (15 mg, 15 % yield). ? NMR (MeOR-d4, 500 MHz): delta 7.95 (s, 2H), 7.54 (m, 1H), 7.45 (m, 1H), 1.90 (m, 1H), 1.23 – 1.18 (m, 2H), 1.00 – 0.88 (m, 2H). LCMS(ESI) m/z: 372.0 [M+H+].

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 6228-73-5.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; LAI, Yingjie; LIANG, Jun; MAGNUSON, Steven R.; TSUI, Vickie H.; ZHANG, Birong; ROBARGE, Kirk; WO2011/113802; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 96-30-0, name is 2-Chloro-N-methylacetamide, molecular formula is C3H6ClNO, 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. 96-30-0

X-2 100 mg (0.288 mmol), 2-chloro-N-methylacetamide 37 mg (0.344 mmol), Cs2CO3281 mg (0.862 mmol) and 10 mL DMF were added to a 100 mL single-necked flask.The reaction was carried out at 50 degrees overnight, and the reaction was complete by TLC. The reaction solution was poured into 50 mL of water.EA was extracted with 30 mL*3, and the organic phase was combined with a sand column to obtain 80 mg of a white solid.Yield 66.4%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 96-30-0, its application will become more common.

Reference:
Patent; China Pharmaceutical University; Lu Tao; Zhang Li; Zhao Jingyun; Zhang Beichen; Chen Yadong; (19 pag.)CN109897054; (2019); A;,
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. 226260-01-1, name is 3-Fluoro-N-methoxy-N-methylbenzamide, A new synthetic method of this compound is introduced below., 226260-01-1

2. 35 ml of a 1 molar solution of vinylmagnesium bromide in THF is added dropwise under nitrogen to a solution, held at 0 C., of 5.80 g (31.6 mmol) of 3-fluoro-N-methoxy-N-methylbenzamide in 70 ml of THF.The reaction mixture is stirred at room temperature for 40 minutes, then saturated ammonium chloride solution is added, and the mixture is stirred at room temperature for a further 10 minutes. tert-Butyl methyl ether is added to the reaction mixture. The organic phase is separated off, washed with sodium hydrogencarbonate solution and water and dried in vacuo: 1-(3-fluorophenyl)-3-(methoxymethylamino)propan-1-one as yellow oil; ESI 212.

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; Dorsch, Dieter; Schadt, Oliver; Blaukat, Andree; US2008/249095; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

24243-71-8, Adding some certain compound to certain chemical reactions, such as: 24243-71-8, name is Propane-1-sulfonamide, 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 24243-71-8.

A mixture of 2′-chloro-6′-(2,6-dimethylphenoxy)-1,5-dimethyl43,4′-bipyridin]-6(1H)-one (52 mg, 0.15 mmol), propane-1-sulfonamide (46 mg, 0.37 mmol), Pd2(dba)3 (7 mg, 5%), X-Phos (11 mg, 15%) and Cs2CO3 (68 mg, 0.21 mmol) was diluted with 1,4 dioxane (1 mL). After the mixture was purged with nitrogen for 5 min, it was sealed and heated to 90 C. for 3 hr. The cooled mixture was poured into H2O and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting residue was purified by prep-HPLC (10 min_10-95% ACN_0.1% formic acid, 20 ml/min) to afford the title compound (36 mg, 55%) as a tan solid. 1H NMR (400 MHz, DMSO-d6) delta 0.69-0.76 (m, 3H) 1.32-1.43 (m, 2H) 2.03-2.12 (m, 9H) 2.62-2.71 (m, 2H) 3.54 (s, 3H) 6.62 (s, 1H) 6.98 (s, 1H) 7.03-7.15 (m, 3H) 7.72 (s, 1H) 8.22 (s, 1H) 10.36 (br s, 1H). LCMS (M+H)+442.

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 24243-71-8.

Reference:
Patent; CELGENE QUANTICEL RESEARCH, INC.; Bennett, Michael John; Betancort, Juan Manuel; Boloor, Amogh; Kanouni, Toufike; Stafford, Jeffrey Alan; Veal, James Marvin; Wallace, Michael Brennan; (250 pag.)US2017/298040; (2017); 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. 88829-82-7, name is tert-Butyl (8-aminooctyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., 88829-82-7

To a solution of 5-((S)-l-cyclohexyl-2-((S)-l-((l S,3aR,6aS)-l-((S)-l-(cyclopropylamino)- l,2-dioxohexan-3-ylcarbamoyl)hexahydrocyclopenta[c]pyrrol-2(lH)-yl)-3,3-dimethyl-l-oxobutan- 2-ylamino)-2-oxoethylcarbamoyl)pyrazine-2-carboxylic acid (120 mg, 0.166 mmol) and tert-butyl 8- aminooctylcarbamate (40.6 mg, 0.166 mmol) in DMF (1 mL), DIEA (107 mg, 0.83 mmol), HATU (126 mg, 0.332 mmol) and HOAt (4.5 mg, 0.0332 mmol) were added at 0C. The reaction was stirred for 10 minutes. The reaction mixture was purified with HPLC to get tert-butyl 8-(5-((S)-l- cyclohexyl-2-((S)- 1 -(( 1 S,3 aR,6aS)- 1 -((S)- 1 -(cyclopropylamino)- 1 ,2-dioxohexan-3 – ylcarbamoyl)hexahydrocyclopenta[c]pyrrol-2(lH)-yl)-3,3-dimethyl-l-oxobutan-2-ylamino)-2- oxoethylcarbamoyl)pyrazine-2-carboxamido)octylcarbamate. The residue was dissolved in DCM (1 mL), and then TFA (1 mL) was added to the solution. The mixture was stirred at room temperature for 1 hour. The solvent was evaporated under vacuum to get the crude product N2-(8- aminooctyl)-N5-((S)-l-cyclohexyl-2-((S)-l-((l S,3aR,6aS)-l-((S)-l-(cyclopropylamino)-l,2- dioxohexan-3-ylcarbamoyl)hexahydrocyclopenta[c]pyrrol-2(lH)-yl)-3,3-dimethyl-l-oxobutan-2- ylamino)-2-oxoethyl)pyrazine-2, 5-dicarboxamide TFA salt (141 mg, 0.15 mmol, 90%) without any further purification. LC/MS m/z calculated for [M+H]+ 850.5, found 850.5.

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Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; GRAY, Nathanael S.; ZHANG, Tinghu; YANG, Priscilla; DE WISPELAERE, Melissanne; DU, Guangyan; (144 pag.)WO2020/69125; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

758-96-3, Adding a certain compound to certain chemical reactions, such as: 758-96-3, name is N,N-Dimethylpropionamide, 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 758-96-3.

7-Methoxy-4-propionyl-2-trifluoromethylbenzofuran The compound of Example 16 (500 mg) was dissolved in THF (10 mL) under an argon gas flow, and an n-butyl lithium hexane solution (1.21 mL, 1.54 mol/L) was added dropwise thereto at -78C, followed by stirring for 5 minutes. To this was added N,N-dimethyl propionic acid amide (513 mg), followed by slowly returning to room temperature. A saturated aqueous ammonium chloride solution was added to the reaction liquid, followed by extraction with ethyl acetate and washing with saturated brine. It was dried over anhydrous sodium sulfate, and the solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:1?10:1) to obtain the desired product (162 mg) as a colorless powder. 1H-NMR (CDCl3, 400 MHz): delta 1.26 (3H, t, J=7.3 Hz), 3.05 (2H, q, J=7.3 Hz), 4.10 (3H, s), 6.93 (1H, d, J=8.6 Hz), 7.90 (1H, d, J=8.6 Hz), 8.01 (1H, d, J=1.2 Hz).

According to the analysis of related databases, 758-96-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; EP2168960; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 53297-70-4, name is 4-Amino-3-methylbenzenesulfonamide, I believe this compound will play a more active role in future production and life. 53297-70-4

General procedure: The chlorides 9a-j was dissolved in CH2Cl2 (20 mL) andadded dropwise to a stirred solution of 4-anilinesulfonamide(10.0 mmol) and NaHCO3 (1.26 g, 15.0 mmol) in CH3CN(80 mL). The mixture was heated at 70 C for 2h. The solution solutionwas evaporated, and poured to water, filtered to give asolid. This was purified by chromatography on silica gelusing CH2C12-MeOH (30: l) to give the title molecules 10a-t.The typical compound 10c was characterized with NMR andMS techniques. The detailed data is below.

The chemical industry reduces the impact on the environment during synthesis 53297-70-4. I believe this compound will play a more active role in future production and life.

Reference:
Article; Song, Zhendong; Wang, Ping; Huang, Shanshan; Wang, Changyuan; Wang, Rui-Rui; Yang, Liu-Meng; Zhen, Yuhong; Liu, Kexin; Zheng, Yong-Tang; Ma, Xiaodong; Medicinal Chemistry; vol. 13; 4; (2017); p. 398 – 405;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics