Cesium carbonate → [2-(2-Fluoro-5-trifluoromethyl-phenyl)-[1,8]naphthyridin-4-yl]-pyrimidin-4-yl-amine

참여 물질

역할	이름	HCID	투입량
반응물	Cesium carbonate	HCID 10796	—
반응물	4-Aminopyrimidine	HCID 68958	—
반응물	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
반응물	4-Chloro-2-(2-fluoro-5-trifluoromethyl-phenyl)-[1,8]naphthyridine	HCID 53344725	—
촉매	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
용매	1,4-Dioxane	HCID 31275	—
생성물	[2-(2-Fluoro-5-trifluoromethyl-phenyl)-[1,8]naphthyridin-4-yl]-pyrimidin-4-yl-amine	HCID 53371804	—

반응 조건

온도	140 °C

반응 단계

To a solution of 307 mg (0.94 mmol) 4-chloro-2-(2-fluoro-5-trifluoromethyl-phenyl)-[1,8]naphthyridine in 10 ml dioxane under nitrogen, 89 mg (0.94 mmol) 4-aminopyrimidine, 612 mg (1.88 mmol) cesium carbonate, 54 mg (0.093 mmol) 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene and 34 mg (0.038 mmol) tris(dibenzylideneaceton)-dipalladium(0) were added and heated in a microwave apparatus to 140° C. for 30 minutes. The reaction mixture was partitioned between dichloromethane and water. The organic phase was dried and the product chromatographed on a silica gel column with dichloro-methane/methanol. This yielded [2-(2-fluoro-5-trifluoromethyl-phenyl)-[1,8]naphthyridin-4-yl]-pyrimidin-4-yl-amine as beige crystals; HPLC-MS: 1.72 min, [M+H] 386.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08815893B2
출처 데이터셋	uspto-grants-2014_08
ORD ID	ord-b8c01926ccf341a9a15747f641a5d473
출처 메모	uspto-grants-2014_08