反应详情

3,3-Dimethylbutyraldehyde (54 mg, 0.53 mmol) was added to a solution of 3-methyl-4-(2-piperazin-1-yl-ethoxy)-benzoic acid methyl ester dihydrochloride from Example E40.2 (146 mg, 0.42 mmol) in methanol/acetic acid (99:1, v/v, 10 ml) and the mixture was stirred at room temperature for 1 h. Sodium cyanoborohydride (42 mg, 0.69 mmol) was added, and the mixture was stirred at room temperature for 18 h then concentrated in vacuo. The residue was dissolved in EtOAc, washed with saturated NaHCO3, water then brine, dried and concentrated in vacuo. The residue was purified by flash chromatography on silica gel through an isolute (eluant; EtOAc) to yield the title compound (64 mg, 34%).

1. stirringthe mixture was stirred at room temperature for 18 h
2. concentrationthen concentrated in vacuo
3. dissolutionThe residue was dissolved in EtOAc
4. washwashed with saturated NaHCO3, water
5. dry with materialbrine, dried
6. concentrationconcentrated in vacuo
7. customThe residue was purified by flash chromatography on silica gel through an isolute (eluant; EtOAc)