反应详情

5-(1H-Pyrazol-4-yl)-thiophene-3-carboxylic acid (0.194 g, 1.0 mmol) and [1,4]diazepane-1-carboxylic acid tert-butyl ester (0.25 g, 1.25 mmol) were dissolved in DMF (5 mL) then DIPEA (0.387 g, 3.0 mmol) and HATU (0.46 g, 1.2 mmol) were added and the reaction mixture stirred at room temperature overnight. The solvent was removed by evaporation then the residue was dissolved in DCM and washed with water. The organic phase was washed with 0.5 M HCl then aqueous sodium hydrogen carbonate solution then the organics were evaporated. The crude material was purified by flash chromatography on a 10 g silica II cartridge, eluting with 2% methanol in DCM. The fractions containing the desired product were concentrated under vacuum to give 4-[5-(1H-pyrazol-4-yl)-thiophene-3-carbonyl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester (0.29 g) as a white solid. LCMS m/z 377.32 [M+H]+ R.T.=3.00 min (Analytical Method 6).

1. customThe solvent was removed by evaporation
2. dissolutionthe residue was dissolved in DCM
3. washwashed with water
4. washThe organic phase was washed with 0.5 M HCl
5. customaqueous sodium hydrogen carbonate solution then the organics were evaporated
6. customThe crude material was purified by flash chromatography on a 10 g silica II cartridge
7. washeluting with 2% methanol in DCM
8. additionThe fractions containing the desired product
9. concentrationwere concentrated under vacuum