反应详情

A stirred solution of N-(4-piperidinylmethyl) 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide (E21) (250 mg, 0.80 mmole) and triethylamine (0.25 ml, 1.8 mmole) in a mixture of acetonitrile (15 ml) and N,N-dimethylformamide (10 ml) was treated with 3-phenoxypropyl bromide (0.13 ml, 0.88 mmole) and the solution heated under reflux for 48 h. The mixture was allowed to cool, then concentrated in vacuo and the residue dissolved in ethyl acetate (25 ml) and washed with water (20 ml). The organic solution was dried (MgSO4), concentrated in vacuo and the residue purified by flash chromatography on silica gel eluting with 0-20% methanol/ethyl acetate to afford the title compound as a pale pink solid after trituation with ether (44mg) mp 120-126° C.

1. temperaturethe solution heated
2. temperatureunder reflux for 48 h
3. temperatureto cool
4. concentrationconcentrated in vacuo
5. dissolutionthe residue dissolved in ethyl acetate (25 ml)
6. washwashed with water (20 ml)
7. dry with materialThe organic solution was dried (MgSO4)
8. concentrationconcentrated in vacuo
9. customthe residue purified by flash chromatography on silica gel eluting with 0-20% methanol/ethyl acetate