Cesium bicarbonate → tert-butyl 4-{1-[(2-ethyl-2H-tetrazol-5-yl)methyl]-6-(4-fluoro-2-methoxyphenyl)-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate

참여 물질

역할	이름	HCID	투입량
반응물	Cesium bicarbonate	HCID 2734983	—
반응물	(4-Fluoro-2-methoxyphenyl)boronic acid	HCID 2782672	—
반응물	Tert-butyl 4-[6-bromo-1-[(2-ethyl-2H-tetrazol-5-yl)methyl]-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl]piperidine-1-carboxylate	HCID 67258602	—
촉매	Dichlorobis(tricyclohexylphosphine)pallium (II)	HCID 11050900	—
용매	1,2-Dimethoxyethane	HCID 8071	—
생성물	tert-butyl 4-{1-[(2-ethyl-2H-tetrazol-5-yl)methyl]-6-(4-fluoro-2-methoxyphenyl)-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate	HCID 67258599	—

반응 단계

Tert-butyl 4-{6-bromo-1-[(2-ethyl-2H-tetrazol-5-yl)methyl]-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate (405 mg, compound B101), (4-fluoro-2-methoxyphenyl)boronic acid (140 mg), dichlorobis(tricyclohexylphosphine)palladium (55 mg) and aqueous cesium bicarbonate solution (0.563 ml, 2.0 M) in DME (10 ml) are reacted according to the procedure described in example B55 to afford the title compound after purification by flash column chromatography [silica gel, elution gradient: cyclohexane/EtOAc, 100/0 to 50/50 to 30/70 (v/v)] as a solid.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US09018175B2
출처 데이터셋	uspto-grants-2015_04
ORD ID	ord-6bdbbff03d5a430abe4123281973119b
출처 메모	uspto-grants-2015_04