反応 #1377355

反応方程式

8-(3-amino-2,6-dichlorobenzyloxy)-3-bromo-2-methylimidazo[1,2-a]pyridine dihydrochloride

acetone

sodium cyanoborohydride

→

3-bromo-8-(2,6-dichloro-3-isopropylaminobenzyloxy)-2-methylimidazo[1,2-a]pyridine

収率 53.5%

溶媒

HCl

ethanol

反応条件

後処理

1. 1
   濃縮concentrated in vacuo
2. 2
   その他The residue was partitioned between ethyl acetate and aqueous sodium bicarbonate solution
3. 3
   その他The organic layer was dried
4. 4
   濃縮concentrated in vacuo
5. 5
   その他to give an oil, which
6. 6
   その他was purified by preparative thin-layer chromatography on silica gel (ethyl acetate:n-hexane=1:2, V/V)

実験手順

To a mixture of 8-(3-amino-2,6-dichlorobenzyloxy)-3-bromo-2-methylimidazo[1,2-a]pyridine dihydrochloride (100 mg) and acetone (116 mg) in 3M HCl solution in ethanol (2 ml) was added sodium cyanoborohydride (25 mg) in one portion. The mixture was stirred for 2 hours at ambient temperature and then concentrated in vacuo. The residue was partitioned between ethyl acetate and aqueous sodium bicarbonate solution. The organic layer was dried and concentrated in vacuo to give an oil, which was purified by preparative thin-layer chromatography on silica gel (ethyl acetate:n-hexane=1:2, V/V), to give 3-bromo-8-(2,6-dichloro-3-isopropylaminobenzyloxy)-2-methylimidazo[1,2-a]pyridine as a white solid (50 mg).

出典