反应详情

A mixture of [6-(1H-tetrazol-1-yl)pyridin-3-yl]acetic acid (65 mg, 0.31 mmol), N-Boc-piperazine (88 mg, 0.47 mmol), HOBt (64 mg, 0.47 mmol), EDC (90 mg, 0.47 mmol) and Et3N (96 mg, 0.95 mmol) in DCM (2 mL) was stirred 12 hours at room temperature. Water was added and the mixture was extracted with DCM. The combined organic layers were washed with brine, dried over anhydrous Na2SO4, concentrated and the residue was purified by prep-TLC to give tert-butyl 4-{[6-(1H-tetrazol-1-yl)pyridin-3-yl]acetyl}piperazine-1-carboxylate. MS m/z 374 (M+1)+. 1H-NMR (400 MHz, CDCl3) δ 9.45 (s, 1H), 8.33 (s, 1H), 7.98˜8.01 (m, 1H), 7.82˜7.85 (m, 1H), 3.73 (s, 2H), 3.56˜3.58 (m, 2H), 3.46˜3.47 (m, 2H), 3.36˜3.39 (m, 4H).

1. extractionthe mixture was extracted with DCM
2. washThe combined organic layers were washed with brine
3. dry with materialdried over anhydrous Na2SO4
4. concentrationconcentrated
5. customthe residue was purified by prep-TLC