1,1-Dichloroethane → HCID 70157383, compound

Participants

Reaction Steps

A 135 mg portion of HOBt and 192 mg of WSC·HCl were added to a mixture of 195 mg of (Z)-3-[2-(acetoxy)phenyl]acrylic acid and 10 ml of dichloroethane, followed by stirring for 20 minutes under ice-cooling. Then, 2 ml of DMF solution containing 340 mg of 2-(cis-2-aminocyclohexylamino)-4-(3-methylanilino)pyrimidine-5-carboxamide was added, followed by stirring at room temperature for 2 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under a reduced pressure. The resulting residue was purified by silica gel column chromatography (eluting solvent; chloroform:methanel) and then the thus obtained colorless solid was recrystallized from ethyl acetate, thereby obtaining 98 mg of 2-{(Z)-2-[(cis-2-{[5-carbamoyl-4-(3-methylanilino)pyrimidin-2-yl]amino}cyclohexyl)carbamoyl]vinyl}phenyl acetate (colorless crystals).

Provenance & Evidence