反应详情

A suspension of 4′-fluoro-biphenyl-4-carboxylic acid (6-cyano-1,2,3,4-tetrahydro-naphthalen-2-yl)-methyl-amide, 7, (0.200 g, 0.521 mmol), 28% NH4OH (2 mL) and Raney Ni (0.2 g) in DMF (5 mL) is stirred vigorously at room temperature under 1 atm of H2 for 18 hrs. The catalyst is removed by filtration and the filtrate is purified by directly loading to prep-HPLC column eluted with CH3CN—H2O (0.1% TFA) to afford 0.098 g of the desired product. 1H NMR (300 MHz, CD3OD) δ 7.42-7.78 (m, 6H), 7.03-7.16 (m, 5H), 4.83 (m, 1H), 3.91-4.07 (m, 3H), 2.60-3.31 (m, 6H), 2.01-2.20 (m, 2H); 13C NMR (75 MHz, CD3OD) δ 164.7, 161.4, 160.4, 141.7, 136.4, 135.5, 131.3, 130.0, 129.1, 128.8, 128.8, 127.0, 126.3, 115.7, 115.5, 56.0, 51.2, 42.9, 31.8, 29.0, 26.9; LRMS: 411.28 (M+Na), 388.27 (M+H), 372.25 (M+H−NH3).

1. customThe catalyst is removed by filtration
2. customthe filtrate is purified
3. washeluted with CH3CN—H2O (0.1% TFA)