反应详情

To a solution of 3-(2-phenyl-pyridin-4-yl)-7-piperidin-4-yl-imidazo[1,2-a]pyridine (Ex. 1.198) (1.0 eq, 0.16 mmol, 80 mg) in MeOH (2 ml) is added acetone (10 eq, 1.6 mmol, 0.12 ml) and acetic acid (2 eq, 0.33 mmol, 0.19 ml) and the reaction mixture is stirred at room temperature for 30min. After this time sodium triacetoxyborohydride (5 eq, 0.82 mmol, 183 mg) is added to the reaction mixture and is stirred for a further 2 h. The reaction is diluted with CH2C12 and the organic phase is washed with NaHCO3. The aqueous layer is further extracted with EtOAc. The combined organic layers are washed with brine, dried over MgSO4, filtered and the solvent removed in vacuo. The reaction mixture is purified by flash column chromatography eluting with 8:2 DCM/MeOH to yield 7-(1-Isopropyl-piperidin-4-yl)-3-(2-phenyl-pyridin-4-yl)-imidazo[1,2-a]pyridine as a light yellow solid; [M+H]+=397

1. stirringis stirred for a further 2 h
2. additionThe reaction is diluted with CH2C12
3. washthe organic phase is washed with NaHCO3
4. extractionThe aqueous layer is further extracted with EtOAc
5. washThe combined organic layers are washed with brine
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. customthe solvent removed in vacuo
9. customThe reaction mixture is purified by flash column chromatography
10. washeluting with 8:2 DCM/MeOH