1,3-Dioxolane → (4-Benzyloxyphenyl)-(6-(5-(1,3-dioxolan-2-yl)furan-2-yl)-pyrido[3,4-d]pyrimidin-4-yl)-amine

https://huagongshe.com/reaction/2086951

참여 물질

역할	이름	HCID	투입량
반응물	1,3-Dioxolane	HCID 12586	—
반응물	Stannane, tributyl[5-(1,3-dioxolan-2-yl)-2-furanyl]-	HCID 10960952	—
반응물	4-(4-Benzyloxyanilino)-6-(5-formylfuran-2-yl) pyrido[3,4-d]pyrimidine	HCID 21952046	—
반응물	4-(4-Benzyloxyanilino)6-chloropyrido[3,4-d]pyrimidine	HCID 21952168	—
촉매	Dichlorobis(triphenylphosphine)palladium	HCID 6102075	—
용매	1,4-Dioxane	HCID 31275	—
생성물	(4-Benzyloxyphenyl)-(6-(5-(1,3-dioxolan-2-yl)furan-2-yl)-pyrido[3,4-d]pyrimidin-4-yl)-amine	HCID 21952199	—

반응 단계

Reaction of (4-benzyloxyphenyl)-(6-chloro-pyrido[3,4-d]pyrimidin-4-yl)amine (5.44 g, 15.0 mmol), 5-(1,3-dioxolan-2-yl)-2-(tributylstannyl)furan (10.4 g, 24.2 mmol) and bis(triphenylphosphine)palladium (II) chloride (catalytic amount) in dioxane (150 ml) according to Procedure B, followed by purification by silica gel chromatography (eluted with 50-100% EtOAc/i-hexane), allowed the isolation of the dioxolane product (3.45 g, 7.40 mmol, 49%); δH [2H6]DMSO 10.28 (1H,s), 9.13 (1H,s), 8.69 (1H,s), 8.61 (1H,s), 7.71 (2H,d), 7.31-7.52 (5H,m), 7.14 (1H,d), 7.09 (2H,d), 6.77 (1H,d), 6.03 (1H,s), 5.15 (2H,s), 3.95-4.19 (4H,m). This could then be converted to 5-(4-(4-Benzyloxy-phenylamino)-pyrido[3,4-d]pyrimidin-6-yl)-furan-2-carbaldehyde (identical to that described above) using Procedure C.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US06727256B1
출처 데이터셋	uspto-grants-2004_04
ORD ID	ord-35904e1b7a25428a911cf277b84fd28e
출처 메모	uspto-grants-2004_04