Triphenylphosphine → 7-(2-(Imidazol-1-yl)ethoxy)-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one

참여 물질

역할	이름	HCID	투입량
반응물	Triphenylphosphine	HCID 11776	—
반응물	N-(2-Hydroxyethyl)imidazole	HCID 74168	—
반응물	ethyl N-ethoxycarbonyliminocarbamate	HCID 220568	—
반응물	(7-Hydroxy-6-methoxy-4-oxoquinazolin-3(4H)-yl)methyl pivalate	HCID 10804576	—
용매	Dichloromethane	HCID 6344	—
생성물	7-(2-(Imidazol-1-yl)ethoxy)-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one	HCID 22030782	80%

반응 조건

온도	5 °C

반응 단계

Diethyl azodicarboxylate (435 mg, 2.5 mmol) was added dropwise to a suspension of 7-hydroxy-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (612 mg, 2 mmol), (prepared as described for the starting material in Example 85), 2-(imidazol-1-yl)ethanol (280 mg, 2.5 mmol), (J. Med. Chem. 1993, 25 4052-4060), and triphenylphosphine (655 mg, 2.5 mmol) in methylene chloride (10 ml) at 5° C. The mixture was stirred for 10 minutes at 5° C. and then 1 hour at ambient temperature. The mixture was poured directly on to a silica column and eluted with methylene chloride/methanol (95/5) to give 7-(2-(imidazol-1-yl)ethoxy)-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (640 mg, 80%).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US06362336B1
출처 데이터셋	uspto-grants-2002_03
ORD ID	ord-d9c62763225047ae9a0430a506c014f0
출처 메모	uspto-grants-2002_03