反应详情

To a solution of 4-[(3-hydroxypropyl)amino]-7-(trifluoromethyl)imidazo[1,2-a]quinoxaline-8-carbaldehyde (25 mg; 0.07 mmol; 1 eq), 2-aminopyridine (20 mg; 0.21 mmol; 3 eq) and titanium tetraisopropoxide (60 mg; 0.21 mg; 3 eq) in anhydrous tetrahydrofuran (0.2 ml) with a few 4A molecular sieves stirred under Ar at rt for 5 h is added sodium borohydride (3 mg; 0.07 mmol; 1 eq). The resulting reaction mixture is then stirred under Ar at rt for 16 h. Partition (aqueous ammonium chloride/ethyl acetate), filtration over Celite, extraction of the aqueous phase (ethyl acetate), reunion of the organic phases, drying (magnesium sulphate) and purification by prep CCM on silicagel (dichloromethane/methanol 95:5) affords the title product (7.4 mg; 0.018 mmol; 25%).

1. customThe resulting reaction mixture
2. customPartition
3. filtration(aqueous ammonium chloride/ethyl acetate), filtration
4. extractionover Celite, extraction of the aqueous phase (ethyl acetate), reunion of the organic phases
5. customdrying
6. custom(magnesium sulphate) and purification by prep CCM on silicagel (dichloromethane/methanol 95:5)