反应详情

HATU (375 mg, 1.17 mmol) was added to 3-{(1S)-2-methoxy-(1-methylethyl)oxy}-5-{[4-(methylsulfonyl)phenyl]oxy}benzoic acid (300 mg, 0.79 mmol) followed by addition of DMF (5 mL), DIPEA (0.35 mL) and tert-butyl 3-amino-1H-pyrazole-1-carboxylate (155 mg, 0.85 mmol) and the reaction was stirred under argon for 4 h. The solvent was evaporated and the residue was dissolved in saturated aqueous sodium hydrogencarbonate (30 mL) and ethyl acetate (50 mL). The organic layer was separated, washed with saturated aqueous ammonium chloride (30 mL) then dried (MgSO4), filtered and evaporated. Purification by column chromatography, eluting with 50% ethyl acetate in hexanes, afforded the title compound as a colourless oil (185 mg, 43%).

1. customThe solvent was evaporated
2. dissolutionthe residue was dissolved in saturated aqueous sodium hydrogencarbonate (30 mL)
3. customThe organic layer was separated
4. washwashed with saturated aqueous ammonium chloride (30 mL)
5. dry with materialthen dried (MgSO4)
6. filtrationfiltered
7. customevaporated
8. customPurification by column chromatography
9. washeluting with 50% ethyl acetate in hexanes