Tag: M.W=0-100

Adding a certain compound to certain chemical reactions, such as: 6228-73-5, name is Cyclopropanecarboxamide, 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 6228-73-5, Recommanded Product: Cyclopropanecarboxamide

Mix the compound obtained in Step 2 (350 mg, 1.24 mmol), cyclopropanecarboxamide (116 mg, 1.36 mmol), (+-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene (BINAP, 77 mg, 0.124 mmol), Cs2CO3 (1.01 g, 3.1 mmol) in 1,4-dioxane (30 mL), then under N2 atmosphere, add tris(dibenzylideneacetone)dipalladium [Pd2(dba)3, 113 mg, 0.124 mmol]. Stir the reaction at 126 C. under N2 for 16 hrs. Cool the reaction mixture, filter, and concentrate the filtrate under reduced pressure to give the crude product. Purification by chromatography (silica gel, EtOAc_PE=1:1) affords the title compound (178 mg, 43.3%). MS: (M+1): 332.2.

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

Reference:
Patent; Zhang, Deyi; Zhang, Ruihao; Zhong, Boyu; Shih, Chuan; US2015/197511; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 563-83-7,Some common heterocyclic compound, 563-83-7, name is Isobutyramide, molecular formula is C4H9NO, 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 solution of 2-methylpropanamide (6.53 g, 75.0 mmol) and 2,4-bis(4- methoxyphenyl)-1 ,3-dithia-2,4-diphosphetane-2,4-disulfide (15.17 g, 37.51 mmol) in THF (100 ml.) was heated to reflux for 4 h. The reaction mixture was then cooled to rt and poured into saturated aqueous NaHCOs (200 ml_). The mixture was extracted with ether (4 x 100 ml_). The organic fractions were combined, dried over Na2SO4, filtered, and concentrated. Purification by flash column chromatography (20% EtOAc:hexanes) afforded 4.77 g (62%) of the title compound of Step A. 1H NMR (400 MHz, CDCI3) delta 7.63 (br s, 1 H), 6.90 (br s, 1 H), 2.88 (m, 1 H), and 1.27 (d, 6H, J = 6.8 Hz).

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

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/32667; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6228-73-5, name is Cyclopropanecarboxamide, 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 6228-73-5, COA of Formula: C4H7NO

Step 4: N-(2-(5-fluoro-2-methylphenyl)-4-methyl-l,7-naphthyridin-6-yl)cyclopropanecarboxamideTo a mixture of 6-chloro-2-(5-fluoro-2-methylphenyl)-4-methyl-l,7-naphthyridine (140.1 mg, 0.4886 mmol ) and cyclopropanecarboxamide (85.9 mg, 1.01 mmol ) in 1,4-dioxane (4.0 niL. 51 mmol ) was added palladium ( II ) acetate (1 1.9 mg. 0.053 mmol ). 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (38.8 mg. 0.067 mmol ), and cesium carbonate (4 1 7.3 mg. 1 .2 1 mmol ). The reaction vial was purged with nitrogen gas and then heated at 90 C under a nitrogen balloon for 5 hours. Cyclopropanecarboxamide (38.0 mg, 0.447 mmol ), palladium ( I I) acetate (32.0 mg, 0.143 mmol ). and4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (78.9 mg, 0.136 mmol ) were added and the reaction heated at 100 C for 15 hours. The reaction mixture was then diluted in ethyl acetate, washed with water and brine, dried over MgS04, and evaporated in vacuo. The crude product was purified via reverse phase HPLC and lyophiiized to yield 0.1227 g (78%) ofN-(2-(5-fluoro-2-methylphenyl)-4-methyl-l,7-naphthyridin-6-yl)cyclopropanecarboxamide. LCMS (ESI): Rr (min) = 5.239, M +H = 336.1, method = E; Iota N R (400 MHz, DMSO) delta 1 1.12 (s, 1H), 9.21 (s, 1H), 8.65 (s, I I I ). 7.79 (s, I I I). 7.38 (m, 3.6H), 7.23 (td, J = 8.5, 2.8 Hz, I I I). 2.66 (s, 31 1). 2.37 (s, 31 1 ). 2. 1 I (s,1H), 0.93 – 0.81 (m, 4H).

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GAZZARD, Lewis J.; HANAN, Emily; KINTZ, Samuel; LYSSIKATOS, Joseph P.; PURKEY, Hans Edward; WO2012/80284; (2012); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 7341-96-0,Some common heterocyclic compound, 7341-96-0, name is Propiolamide, molecular formula is C3H3NO, 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.

The imine (0.2mmol), rhodium acetate (0.002mmol), Molecular sieve (300 mg) and the mixture is dissolved 1.5 ml dichloromethane solvent, into mixed solution 1, in 20 C stirring for 10 minutes. Then the propargyl amide (0.24mmol) and phenyl diazonium acetic acid methyl ester (0.24mmol) dissolved in 1.0 ml methylene chloride solvent, into solution 2. The solution 2 for 20 C lower, in 1 hour for adding and mixing the solution in the injection pump 1. The reaction mixture is purified by rapid column chromatography, to obtain the pure product, its structure is shown as formula (g) is shown. The yield is 89%, dr value is equal to the 88:12. The product of the1As shown in Figure 13, H NMR schematic view thereof13C NMR schematic view as shown in Figure 14.

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

Reference:
Patent; EAST CHINA NORMAL UNIVERSITY; HU, WENHAO; WU, YONG; WANG, WENKE; TANG, MIN; (29 pag.)CN106146334; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

6228-73-5, name is Cyclopropanecarboxamide, 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. Application In Synthesis of Cyclopropanecarboxamide

The product from step 1 (30 mg, 0.080 mmol), cyclopropanecarboxamide (13.59 mg, 0.160 mmol), Xantphos (9.24 mg, 0.016 mmol)And cesium carbonate (78 mg, 0.239 mmol)The mixture in dioxane (0.8 mL) was purged for 5 min,Then Pd2 (dba) 3 (7.31 mg, 7.98 mumol)And the reaction was placed in a preheated chamber at 130 C for 1 h. The reaction mixture was then cooled and diluted with DMSO and purified by reverse phase preparative LCMS using the following conditions: Column: Waters XBridge C18, 19 x 200 mm, 5 mum particles; mobile phase A: 5: 95 acetonitrile: water MM ammonium acetate); mobile phase B: 95: 5 acetonitrile: water (with 10 mM ammonium acetate); gradient: 0-100% B over 20 minutes and then at 100% B for 0 min; flow rate: 20 mL / min The The fractions containing the desired product are combined and dried by centrifugal evaporation. The yield of the product was 26.3 mg (69%).

The synthetic route of 6228-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MOSLIN,, RYAN M.; WEINSTEIN,, DAVID S.; WROBLESKI,, STEPHEN T.; ZHANG,, YANLEI; TOKARSKI,, JOHN S.; MERTZMAN,, MICHAEL E.; LIU,, CHUNJIAN; (124 pag.)TWI582077; (2017); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 563-83-7, 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 563-83-7 as follows.

A. 2-Methylpropanethioamide Phosphorus pentasulfide (3.25 g, 14.6 mmol) was added to a solution of 2-methylpropanamide (5.00 g, 57.4 mmol) in diethyl ether/benzene (2:1; 150 mL). The mixture was stirred for 2.5 h at room temperature to give a tacky yellow solid and a supernatant layer. The supernatant was filtered through Celite and the tacky yellow solid was extracted with diethyl ether (3*25 mL) and the extracts were filtered through Celite. The combined organic layers were evaporated to give 2-methylpropanethioamide (4.6 g, 78% yield) as a yellow oil that solidified on standing.

According to the analysis of related databases, 563-83-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fotouhi, Nader; Gillespie, Paul; Guthrie, Robert William; Pietranico-Cole, Sherrie Lynn; Yun, Weiya; US2002/161237; (2002); 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. Formula: C4H7NO

To a suspension of 17 (2.00 g, 23.5 mmol) in n-BuOAc (20 mL) at 40-50 C was added 2-bromoacetyl bromide 18b (5.23 g, 25.9 mmol) dropwise, and the mixture was heated to 80 C and stirred for 5 min. After cooling to room temperature, the mixture was stirred for 0.5 h, and then filtered. Wet solids were washed with n-BuOAc (5 mL) and dried in vacuo at 60 C to give the title compound 14b (1.73 g, 36%) as a white solid; mp 153-154 C; 1H NMR (500 MHz, DMSO-d6) delta 0.84-0.88 (m, 2H), 0.89-0.93 (m, 2H), 2.02-2.07 (m, 1H), 4.33 (s, 2H), 11.27 (s, 1H); 13C NMR (125 MHz, DMSO-d6) delta 9.2 (2C), 14.2, 31.7, 167.0, 173.9; IR (ATR) 3255, 3174, 3018, 2947, 1741, 1697, 1513, 1450, 1392, 1283, 1175, 1144, 1103, 1059, 1025, 972, 937, 886, 848, 824, 797, 701, 581, 551, 419 cm-1; Anal. Calcd for C6H8NO2Br; C, 34.98; H, 3.91; N, 6.80; Br, 38.78. Found: C, 34.83; H, 3.78; N, 6.80; Br, 38.95.

The synthetic route of Cyclopropanecarboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ishimoto, Kazuhisa; Sawai, Yasuhiro; Fukuda, Naohiro; Nagata, Toshiaki; Ikemoto, Tomomi; Tetrahedron; vol. 69; 40; (2013); p. 8564 – 8571;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 79-16-3, A common heterocyclic compound, 79-16-3, name is N-methylacetamide, molecular formula is C3H7NO, 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: A Schlenk tube was charged with amide (1.2 mmol), aryl iodides (1 mmol), CuI (0.1 mmol), N,N-dimethylglycine (0.2 mmol), and potassium phosphate (2 mmol). The tube was evacuated and backfilled with argon at room temperature. DMF (0.5 mL) was added under argon via syringe. The Schlenk tube was immersed in a preheated oil bath and the reaction mixture was stirred for the specified time at the indicated temperature. The cooled mixture was partitioned between water and ethyl acetate. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (eluting with 1:8 to 1:2 ethylacetate/petroleum ether) to give the the desired N-aryl amides.

The synthetic route of 79-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiang, Liqin; Molecules; vol. 19; 9; (2014); p. 13448 – 13460;,
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. 563-83-7, name is Isobutyramide, A new synthetic method of this compound is introduced below., name: Isobutyramide

Step A: 2-Methylpropanethioamide; H*C^NH2 CH*A solution of 2-methylpropanamide (6.53 g, 75.0 mmol) and 2,4-bis(4- methoxyphenyl)-1 ,3-dithia-2,4-diphosphetane-2,4-disulfide (15.17 g, 37.51 mmol) in THF (100 ml_) was heated to reflux for 4 h. The reaction mixture was then cooled to rt and poured into saturated aqueous NaHCO3 (200 ml_). The mixture was extracted with ether (4 x 100 ml_). The organic fractions were combined, dried over Na2SO4, filtered, and concentrated. Purification by flash column chromatography (20% EtOAc: hexanes) afforded 4.77 g (62%) of the title compound of Step A. 1H-NMR (400 MHz, CDCI3) delta 7.63 (brs, 1 H), 6.90 (brs, 1 H), 2.88 (m, 1 H), and 1.27 (d, 6H, J = 6.8 Hz).

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; SMITHKLINE BEECHAM CORPORATION; WO2009/76140; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 6228-73-5, 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. 6228-73-5, name is Cyclopropanecarboxamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a microwave tube was added7-chloro-2-(2,6-dichlorophenyl)thieno[2,3-c]pyridine(150 mg, 0.48 mmol),cyclopropanecarboxamide(81 mg, 0.95 mmol), Pd2(dba)3(22 mg, 0.024 mmol), XantPhos (28 mg, 0.048 mmol), Cs2CO3(311 mg, 0.95 mmol) and dioxane (4 mL).The mixture was degassed with N2for 10 min. The resulting mixture was irradiated in a microwave reactor at 150 C for 1.5 h and then cooled to room temperature. The mixture was filtered throughCeliteand the filtrate was concentrated. The residue was purified by silica gel column chromatography eluting with a 0-60% gradient ofEtOAcin dichloromethane to afford a solid. The solid was triturated with diethyl ether and collected by filtration to afford the title compound (110 mg, 64% yield). H NMR (300 MHz, CDCl3):delta 8.96 (1H,brs), 8.21 – 8.17 (1H, m), 7.55 (1H, d,J= 5.5 Hz), 7.45 – 7.41 (2H, m), 7.35-7.24 (2H, m), 1.24 – 1.15 (3H, m), 0.99 – 0.91 (2H, m); LCMS (ESI) m/z: 363.2 [M+H]+.HRMS m/z [M+H]+calcd.forC17H12Cl2N2OS 363.0125, found 363.0118.

The synthetic route of Cyclopropanecarboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liang, Jun; Van Abbema, Anne; Balazs, Mercedesz; Barrett, Kathy; Berezhkovsky, Leo; Blair, Wade S.; Chang, Christine; Delarosa, Donnie; DeVoss, Jason; Driscoll, Jim; Eigenbrot, Charles; Goodacre, Simon; Ghilardi, Nico; MacLeod, Calum; Johnson, Adam; Bir Kohli, Pawan; Lai, Yingjie; Lin, Zhonghua; Mantik, Priscilla; Menghrajani, Kapil; Nguyen, Hieu; Peng, Ivan; Sambrone, Amy; Shia, Steven; Smith, Jan; Sohn, Sue; Tsui, Vickie; Ultsch, Mark; Williams, Karen; Wu, Lawren C.; Yang, Wenqian; Zhang, Birong; Magnuson, Steven; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4370 – 4376;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics