Category: 6228-73-5

Synthetic Route 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 solution of 207.2 (0.270g, 0.79mmol, l .Oeq) in 1,4-dioxane (3mL) was added cyclopropane carboxamide (O. lOlg, 1.19mmol, 1.5eq), potassium carbonate (0.27g, 1.98mmol, 2.5eq). The reaction mixture was degassed for 10 min. under argon atmosphere, then tris(dibenzylideneacetone)dipalladium(0) (0.072g, 0.079mmol, O. leq) and 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (0.091g, 0.158mmol, 0.2eq) were added, again degassed for 5 min. The reaction was stirred at 130C for 2h under microwave irradiation. After completion of reaction, reaction mixture was cooled to room temperature, transferred in water and product was extracted with ethyl acetate. Organic layer was combined, washed with brine solution, dried over sodium sulphate and concentrated under reduced pressure to obtain crude material. This was further purified by column chromatography using 2% methanol in dichloromethane as eluant to obtain pure 207.3 (0.250g, 81.03%). MS(ES): m/z 390.25 [M+H]+

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

Reference:
Patent; NIMBUS LAKSHMI, INC.; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; LEIT DE MORADEI, Silvana Marcel; MASSE, Craig E.; MCLEAN, Thomas H.; MONDAL, Sayan; (401 pag.)WO2018/71794; (2018); 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, 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

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

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

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

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

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