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;,
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