反应详情

温度

50 °C

A solution of 3-tert-butyl-isoxazole-5-carboxylic acid [4-chloro-3-nitro-6-(2-trifluoromethyl-phenyl)-pyridin-2-yl]-amide (40.7 mg, 0.0868 mmol, prepared as described in STEP A above) in EtOH (5 mL) and water (2.5 mL) was treated with ammonium chloride (46.4 mg, 0.868 mmol) and iron powder (24.2 mg, 0.434 mmol), and the mixture was stirred at 50° C. for 3 h. The cooled mixture was concentrated in vacuo and partitioned between EtOAc (25 mL) and water (20 mL). The aqueous layer was extracted with EtOAc (20 mL). The combined organic extracts were dried over MgSO4 and concentrated in vacuo. The residue was purified on a 12-g SEPRA Si 50 SPE column (Flow rate=20 mL/min; Eluent=EtOAc-hexanes, 1:99 for 10 min, then 1:99 to 1:3 over 40 min) to yield 3-tert-butyl-isoxazole-5-carboxylic acid [3-amino-4-chloro-6-(2-trifluoromethyl-phenyl)-pyridin-2-yl]-amide as a yellow solid. Mass Spectrum (LCMS, ESI pos.): Calculated for C21H18N4O2ClF3: 439.1 (M+H). Measured: 439.1.

1. concentrationThe cooled mixture was concentrated in vacuo
2. custompartitioned between EtOAc (25 mL) and water (20 mL)
3. extractionThe aqueous layer was extracted with EtOAc (20 mL)
4. dry with materialThe combined organic extracts were dried over MgSO4
5. concentrationconcentrated in vacuo
6. customThe residue was purified on a 12-g SEPRA Si 50 SPE column (Flow rate=20 mL/min
7. waitEluent=EtOAc-hexanes, 1:99 for 10 min