Sodium Carbonate → N-(3-(4-(benzyloxy)-6-morpholinopyridin-2-yl)-4-methylphenyl)-3-(trifluoromethyl)benzamide

참여 물질

역할	이름	HCID	투입량
반응물	Sodium Carbonate	HCID 10340	—
반응물	N-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-3-(trifluoromethyl)benzamide	HCID 58601063	—
반응물	4-(4-(Benzyloxy)-6-chloropyridin-2-yl)morpholine	HCID 90409947	—
촉매	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
용매	1,2-Dimethoxyethane	HCID 8071	—
생성물	N-(3-(4-(benzyloxy)-6-morpholinopyridin-2-yl)-4-methylphenyl)-3-(trifluoromethyl)benzamide	HCID 90409402	—

반응 조건

온도	108 °C

반응 단계

A mixture of 4-(4-(benzyloxy)-6-chloropyridin-2-yl)morpholine (1.0 equiv.), N-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-3-(trifluoromethyl)benzamide (1.2 equiv.), sodium carbonate (2 M, 8 equiv.) and PdCl2(dppf) (0.5 equiv.) in DME (0.1 M) were heated to 108° C. for 13 min in the microwave. After removing the DME soluble portion and concentrating, the resulting solid was partitioned between EtOAc and water. The organic phase was washed with brine and then dried over magnesium sulfate. The solution was concentrated and dried under vacuo to give crude N-(3-(4-(benzyloxy)-6-morpholinopyridin-2-yl)-4-methylphenyl)-3-(trifluoromethyl)benzamide and was used in the next step without further purification. LCMS (m/z) (M+H)=548.2, Rt=0.99 min.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US09242969B2
출처 데이터셋	uspto-grants-2016_01
ORD ID	ord-acdb62b430db433680633b0988bc01a8
출처 메모	uspto-grants-2016_01