1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → 4-(2-Cyano-4-methoxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

関与物質

役割	名称	HCID	仕込み量
反応物	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
反応物	Tert-butyl 1,4-diazepane-1-carboxylate	HCID 2756058	—
反応物	2-Bromo-5-methoxybenzonitrile	HCID 21784096	—
反応物	Sodium t-butoxide	HCID 23676156	—
触媒	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
溶媒	1,4-Dioxane	HCID 31275	—
生成物	4-(2-Cyano-4-methoxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester	HCID 67417406	92.3%

反応条件

温度	90 °C

反応手順

A mixture of Boc-homopiperazine (483 mg, 2.59 mmol), 2-bromo-5-methoxybenzonitrile (500 mg, 2.36 mmol), Pd2(dba)3 (108 mg, 0.12 mmol), xantphos (205 mg, 0.35 mmol), sodium t-butoxide (666 mg, 7.08 mmol) in degassed anhydrous dioxane (10 mL) was heated at 90° C. for 2 h. The mixture was allowed to cool and filtered through celite. The filtrate was concentrated and purified by chromatography (EtOAc/hexanes) to yield the title compound (691 mg, 92%). m/z (M+1) 318.39.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08044041B2
出典データセット	uspto-grants-2011_10
ORD ID	ord-257de8053d604cda92c6f0e16374afac
出典メモ	uspto-grants-2011_10