反应详情

温度

0 °C

A mixture of (E)-3-(5-formyl-pyridin-2-yl)-acrylic acid tert-butyl ester (described in Example 11 STEP A-D, 190 mg, 0.81 mmol), KOH 1.7 M (0.716 ml, 1.22 mmol) and 1-[3-(4-methyl-piperazin-1-yl)-phenyl]-ethanone (177 mg, 0.812 mmol) in EtOH (8 ml) was stirred at 0° C. for 4 h. The resulting slurry was partitioned between water and AcOEt and the organic phase was dried over Na2SO4 and evaporated in vacuo. The crude reaction mixture was purified by column chromatography (eluent: DCM/MeOH/NH4OH 98:2:0.2). The collected fractions were evaporated and the resulting powder was dissolved in DCM (10 ml) and TFA (1 ml). The solution was stirred at room temperature for 72 h. The solvent was then removed and the residue was triturated in Et2O to give 164 mg (E)-3-(5-{(E)-3-[3-(4-methyl-piperazin-1-yl)-phenyl]-3-oxo-propenyl}-pyridin-2-yl)-acrylic acid as its bis-trifluoroacetate salt.

1. customThe resulting slurry was partitioned between water and AcOEt
2. dry with materialthe organic phase was dried over Na2SO4
3. customevaporated in vacuo
4. customThe crude reaction mixture
5. customwas purified by column chromatography (eluent: DCM/MeOH/NH4OH 98:2:0.2)
6. customThe collected fractions were evaporated
7. dissolutionthe resulting powder was dissolved in DCM (10 ml)
8. stirringThe solution was stirred at room temperature for 72 h
9. customThe solvent was then removed
10. customthe residue was triturated in Et2O