反应详情

A solution of 5-[5-(2-ethyl-3-formylphenyl)-1,3-thiazol-2-yl]-2-[(1-methylethyl)oxy]benzonitrile (D73) (80 mg, 0.212 mmol) and L-proline (48.9 mg, 0.425 mmol) in Ethanol (10 mL) was stirred at room temperature for 15 min, then sodium cyanoborohydride (40.1 mg, 0.637 mmol) was added. The mixture was stirred at room temperature for 2 h. After concentration, the residue was partitioned between ethyl acetate and aqueous diluted HCl, washed with saturated brine. The organic phase was evaporated in vacuo. The residue was purified by mass Directed AutoPrep to afford 1-{[3-(2-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]methyl}-L-proline (E81) (26 mg) as a TFA salt.

1. concentrationAfter concentration
2. customthe residue was partitioned between ethyl acetate and aqueous diluted HCl
3. washwashed with saturated brine
4. customThe organic phase was evaporated in vacuo
5. customThe residue was purified by mass