反应详情

To a stirring suspension of 4-(4-pyridyl)benzoic acid (0.2 g, 1 mmol) in toluene (35 mL) was added thionyl chloride (0.55 mL, 7.5 mmol) and the mixture was heated to reflux. After 1 h the solution was cooled and added to a solution of 2-amino-N-(4-methoxyphenyl)benzamide (0.176 g, 0.73 mmol) in pyridine (2 mL) and toluene (5 mL). After stirring for 48 h, the solvent was removed in vacuo and the residue was partitioned between ethyl acetate and water. The organic phase was separated and washed with sat. NaHCO3, brine and dried (MgSO4), filtered and concentrated to give 103 mg of brown solid which was chromatographed by RPHPLC Method B. Upon standing, a sample of the title compound (14 mg, 4%) crystalized from one of the product containing fractions.

1. temperaturethe mixture was heated to reflux
2. temperatureAfter 1 h the solution was cooled
3. customthe solvent was removed in vacuo
4. customthe residue was partitioned between ethyl acetate and water
5. customThe organic phase was separated
6. washwashed with sat. NaHCO3, brine
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. concentrationconcentrated