反应详情

温度

0 °C

Chloroacetyl chloride (0.68 mL, 8.58 mmol) was added dropwise to a stirred solution of 4-fluoro-N2-phenylbenzene-1,2-diamine (1.24 g, 6.13 mmol) and pyridine (2.0 mL, 24.5 mmol) in DCM (8 mL) at 0° C. under a nitrogen atmosphere. Stirring at 0° C. was continued for 20 min then at RT for 2 h. The reaction mixture was partitioned between aq. 1M HCl (50 mL) cooled to 0° C. and DCM. The aqueous phase was further extracted with DCM (×3) and the combined organic fractions were washed with water, dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PCC, gradient 30-100% DCM in cyclohexane) to afford the title compound as a white crystalline solid (750 mg, 44%). LCMS (Method C): RT 3.39 min [M+H]+ 279.2.

1. waitat RT for 2 h
2. customThe reaction mixture was partitioned between aq. 1M HCl (50 mL)
3. temperaturecooled to 0° C.
4. extractionThe aqueous phase was further extracted with DCM (×3)
5. washthe combined organic fractions were washed with water
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated in vacuo
8. customThe resulting residue was purified by column chromatography (Si—PCC, gradient 30-100% DCM in cyclohexane)