1,2-Dichloroethane → tert-butyl[(6-{[(2,2,2-trifluoroethyl)amino]carbonyl}-3H-imidazo[4,5-b]pyridin-2-yl)methyl]carbamate

関与物質

役割	名称	HCID	仕込み量
反応物	1,2-Dichloroethane	HCID 11	—
反応物	2,4,6-Tris((dimethylamino)methyl)phenol	HCID 7026	—
反応物	Ethanamine, 2,2,2-trifluoro-	HCID 9773	—
反応物	1-Hydroxybenzotriazole	HCID 75771	—
反応物	Diisopropylethylamine	HCID 81531	—
反応物	HCID 178453117	HCID 178453117	—
生成物	tert-butyl[(6-{[(2,2,2-trifluoroethyl)amino]carbonyl}-3H-imidazo[4,5-b]pyridin-2-yl)methyl]carbamate	HCID 178453116	70%

反応手順

To a DMF 3 mL solution of 2-{[(tert-butoxycarbonyl)amino]methyl}-3H-imidazo[4,5-b]pyridine-6-carboxylic acid (293 mg, 1.0 mmol) were added HOBt (162 mg, 1.2 mmol), 2,2,2-trifluoroethanamine (130 mg, 1.5 mmol), DIPEA (388 mg, 3.0 mmol) and EDC (288 mg, 1.5 mmol). The reaction mixture was stirred at room temperature overnight and was partitioned between EtOAc and water. The organic layer was washed with brine twice, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by prep TLC (MeOH/CH2Cl2=1/10, v/v) to give the title compound (0.26 g, 70%).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08017605B2
出典データセット	uspto-grants-2011_09
ORD ID	ord-872af5c2ca894d9689025acd060e1929
出典メモ	uspto-grants-2011_09