反应详情

4-(Octyloxy)-3-(trifluoromethyl)benzoic acid (11a) (632 mg, crude, approximately 1.89 mmol) was stirred with HATU (905 mg) and DIEA (1.7 mL) in CH2Cl2-DMF (10 mL, 4:1) for 10 min followed by addition of hydrazine (297 μL) dropwise. The reaction mixture was continuously stirred for another hour, then was diluted with ethyl acetate (30 mL) and washed with water (10 mL) and brine (3×15 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo to afford the title compound (661 mg, HPLC purity >90%), which was used for next reaction without further purification. MS (ESI): 333.08 (MH+); HPLC retention time on a C8(2) column (30×3.00 mm, 3μ) is 1.61 min with gradient 50-98% acetonitrile-H2O (0.1% TFA) in 3.5 min as mobile phase.

1. washwashed with water (10 mL) and brine (3×15 mL)
2. dry with materialThe organic layer was dried over Na2SO4
3. concentrationconcentrated in vacuo