Potassium Hydroxide → HCID 87998637, compound

Participants

Reaction Conditions

Reaction Steps

In a round-bottomed flask was introduced 4-[2-(3,5-Bis-trifluoromethyl-benzyloxy)-1-(4-methoxycarbonylmethyl-piperazin-1-yl)-ethyl]-benzoic acid methyl ester (compound 316 prepared at example 2 above; 2.17 g, 3.86 mmoles) dissolved in MeOH (30 ml). To this solution cooled at 0° C. was added KOH (0.54 g, 9.62 mmoles) dissolved in MeOH (20 ml). The reaction mixture was allowed to stand at room temperature overnight. The reaction was cooled to 0° C., quenched by addition of HCl 0.1 N and extracted with CH2Cl2. The combined organic layers were dried over MgSO4 and concentrated. The residu was purified by chromatography on silica gel (eluent: CH2Cl2/MeOH/H2O: 95/5/0.5) to yield 4-[2-(3,5-bis-trifluoromethyl-benzyloxy)-1-(4-carboxymethyl-piperazin-1-yl)-ethyl]-benzoic acid methyl ester hemihydrate (compound 318; 1.5 g, 71%).

Provenance & Evidence