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

참여 물질

역할	이름	HCID	투입량
반응물	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
반응물	Tert-butyl 1,4-diazepane-1-carboxylate	HCID 2756058	—
반응물	2-Bromo-5-methoxybenzonitrile	HCID 21784096	—
반응물	Sodium t-butoxide	HCID 23676156	—
촉매	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
용매	1,4-Dioxane	HCID 31275	—
생성물	4-(2-Cyano-4-methoxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester	HCID 67417406	92.3%

반응 조건

온도	90 °C

반응 단계

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.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08044041B2
출처 데이터셋	uspto-grants-2011_10
ORD ID	ord-257de8053d604cda92c6f0e16374afac
출처 메모	uspto-grants-2011_10