反应详情

To a stirred 0° C. solution of 4-[N′-Methyl-N′-(2-methylsulfanyl-pyrimidine-4-carbonyl)-hydrazino]-piperidine-1-carboxylic acid tert-butyl ester, 16, (19.8 g, 51.7 mmol) in pyridine (25 mL) is added (4-fluorophenyl)acetyl chloride (10 g, 57.9 mmol). The reaction mixture is slowly warmed to room temperature and then stirred for 2 hours. The reaction mixture is then concentrated in vacuo. Purification over silica (100% EtOAc) affords 42 g of the desired product: 1H NMR (300 MHz, CDCl3) δ 8.80-8.70 (m, 1H), 7.40-7.32 (m, 1H), 7.29-7.18 (m, 2H), 7.07-6.94 (m, 2H), 4.24-4.10 (m, 3H), 3.82-3.59 (m, 2H), 3.33 (d, J=8.4 Hz, 3H), 2.88-2.67 (m, 2H), 2.60 (d, J=18.6 Hz, 3H), 1.96-1.92 (m, 2H), 1.70-1.65 (m, 2H), 1.48 (d, J=4.0 Hz, 9H); ESI/MS: 518.2 (M+H).

1. concentrationThe reaction mixture is then concentrated in vacuo
2. customPurification over silica (100% EtOAc)