反应详情

To a solution of 5-[5-(2-ethyl-3-formylphenyl)-1,3-thiazol-2-yl]-2-[(1-methylethyl)oxy]benzonitrile (D73) (120 mg), acetic acid (0.036 mL) and sodium acetate (52.3 mg) in ethanol (20.00 mL) stirred under nitrogen at room temperature was added ethyl 4-piperidinecarboxylate (200 mg) in one charge. The reaction mixture was stirred at room temperature for 30 min, then the solvent was evaporated in vacuo. The residue was dissolved in dichloromethane (DCM) (20 mL), sodium triacetoxyborohydride (169 mg) was added to the mixture. The reaction mixture was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate (100 mL) and saturated brine (30 mL). The organic phase was dried over sodium sulphate and evaporated in vacuo to give the crude product ethyl 1-{[3-(2-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]methyl}-4-piperidinecarboxylate (D84) (165 mg). The crude product was used for next step without further purification. MS (ES): C30H35N3O3S requires 517. found 518.3 (M+H+).

1. additioncharge
2. customthe solvent was evaporated in vacuo
3. dissolutionThe residue was dissolved in dichloromethane (DCM) (20 mL)
4. additionsodium triacetoxyborohydride (169 mg) was added to the mixture
5. stirringThe reaction mixture was stirred at room temperature overnight
6. customThe reaction mixture was partitioned between ethyl acetate (100 mL) and saturated brine (30 mL)
7. dry with materialThe organic phase was dried over sodium sulphate
8. customevaporated in vacuo