3,5-Dimethylaniline → tert-butyl (1S,2R)-2-(4-cyano-3-(3,5-dimethylphenylamino)phenylamino)cyclohexylcarbamate

関与物質

役割	名称	HCID	仕込み量
反応物	3,5-Dimethylaniline	HCID 7949	—
反応物	Potassium Carbonate	HCID 11430	—
反応物	Binap, (A+-)-	HCID 634876	—
反応物	tert-butyl (1S,2R)-2-(3-bromo-4-cyanophenylamino)cyclohexylcarbamate	HCID 69283621	—
触媒	palladium(II) acetate	HCID 167845	—
溶媒	1,4-Dioxane	HCID 31275	—
生成物	tert-butyl (1S,2R)-2-(4-cyano-3-(3,5-dimethylphenylamino)phenylamino)cyclohexylcarbamate	HCID 69283629	—

反応手順

A mixture of tert-butyl (1S,2R)-2-(3-bromo-4-cyanophenylamino)cyclohexylcarbamate (150 mg, 0.380 mmol), 3,5-dimethylaniline (95 uL, 0.761 mmol), BINAP (40 mg, 0.064 mmol), Pd(OAc)2 (25 mg, 0.11 mmol) and K2CO3 (150 mg, 1.08 mmol) in dioxane (4 mL) was degassed with Ar, then was stirred at 100 C for 4 h. EtOAc and water were added. The organic phase was separated, washed with 1N HCl, then with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give tert-butyl (1S,2R)-2-(4-cyano-3-(3,5-dimethylphenylamino)phenylamino)cyclohexylcarbamate as a crude residue.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08846928B2
出典データセット	uspto-grants-2014_09
ORD ID	ord-03d7974576cd4c959a67de3464264e0b
出典メモ	uspto-grants-2014_09