Cesium carbonate → N-((1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-{[1-(3'-methoxy-1,1'-biphenyl-3-yl)cyclopropyl]amino}propyl)acetamide

関与物質

役割	名称	HCID	仕込み量
反応物	Cesium carbonate	HCID 10796	—
反応物	(3-Methoxyphenyl)boronic acid	HCID 2734370	—
反応物	N-[(1S,2R)-3-{[1-(3-bromophenyl)cyclopropyl]amino}-1-(3,5-difluorobenzyl)-2-hydroxypropyl]acetamide	HCID 10097075	—
触媒	HCID 178418397	HCID 178418397	—
溶媒	Dimethylformamide	HCID 6228	—
溶媒	Ethyl Acetate	HCID 8857	—
生成物	N-((1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-{[1-(3'-methoxy-1,1'-biphenyl-3-yl)cyclopropyl]amino}propyl)acetamide	HCID 57512163	31.4%

反応条件

温度	90 °C

反応手順

To a solution of N-[(1S,2R)-3-{[1-(3-bromophenyl)cyclopropyl]amino}-1-(3,5-difluorobenzyl)-2-hydroxypropyl]acetamide (0.030 g) in DMF (0.75 mL) was added 3-methoxyphenylboronic acid (0.030 g), Cs2CO3 (0.085 g) and Pd(Ph3P)4. The mixture was heated for 12 h at 90° C. The cooled solution was diluted with EtOAc (15 mL) and washed with brine (10 mL×2). The organic layer was dried over Na2SO4, filtered, and evaporated under reduced pressure. The resulting residue was purified by column chromatography to give 0.010 g of the title compound. ES+found (M+H+): 481.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07176242B2
出典データセット	uspto-grants-2007_02
ORD ID	ord-1af65389125d4039a87d012a404069a0
出典メモ	uspto-grants-2007_02