反应详情

Solid 5-bromo-2-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 5, method B; 200 mg, 0.65 mmol) was added to a stirred suspension of CDI (106 mg, 0.65 mmol) in THE (6 ml) under nitrogen at 20° C. The reaction mixture was stirred at room temperature for 10 min and 3-methoxybenzenamine (80 mg, 0.65 mmol) was added dropwise. After refluxing for 14 h, the reaction mixture was concentrated to obtain crude product. The crude product was purified by silica gel chromatography eluting with hexane:ethyl acetate (10:1). The crude product was added to a silica gel column and was eluted with DCM:hexane (2:1). The crude product was then added to a preparative HPLC column and was eluted with 0.05% trifluoroacetic acid, water/acetonitrile to yield the title compound. 110 mg.

1. temperatureAfter refluxing for 14 h
2. concentrationthe reaction mixture was concentrated
3. customto obtain crude product
4. customThe crude product was purified by silica gel chromatography
5. washeluting with hexane:ethyl acetate (10:1)
6. additionThe crude product was added to a silica gel column
7. washwas eluted with DCM:hexane (2:1)
8. additionThe crude product was then added to a preparative HPLC column
9. washwas eluted with 0.05% trifluoroacetic acid, water/acetonitrile