反应详情

A solution of benzoic acid 2-chloro-5-{[(4-cyano-phenyl)-[1,2,4]triazol-4-yl-amino]methyl}-phenyl ester (CAB02139, 1.13 g, 2.63 mmol) and sodium methoxide (500 mg) in methanol (20 mL) and water (5 mL) was heated to reflux for 30 minutes. After cooling to room temperature most of the solvent was removed under reduced pressure and concentrated sodium bicarbonate solution (20 mL) and ethyl acetate (50 mL) were added. The organic layer was separated, dried over sodium sulphate and the solvent was removed under reduced pressure. The resulting white powder was refluxed in to ethyl acetate (10 mL, product did not dissolve completely). After cooling to room temperature the product was filtered off and dried under high vacuum. Yield-412 mg (48%) white powder. 1H-NMR (400 MHz, d6-DMSO) δ=4.97 (s, 2H), 6.71-6.75 (m, 3H), 6.84 (d, J=2.0 Hz, 1H), 7.25 (d, J=8.2 Hz, 1H), 7.75 (d, J=9.0 Hz, 2H), 8.76 (s, 2H), 10.21 (s, 1H, —OH). LRMS (FAB+): 326.1 (100, [M+H]+).

1. temperatureto reflux for 30 minutes
2. customwas removed under reduced pressure and concentrated sodium bicarbonate solution (20 mL) and ethyl acetate (50 mL)
3. additionwere added
4. customThe organic layer was separated
5. dry with materialdried over sodium sulphate
6. customthe solvent was removed under reduced pressure
7. temperatureThe resulting white powder was refluxed in to ethyl acetate (10 mL, product
8. dissolutiondid not dissolve completely)
9. temperatureAfter cooling to room temperature the product
10. filtrationwas filtered off
11. customdried under high vacuum