1,2-Dichloroethane → HCID 66635623, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of phenylmethyl 4-(4-morpholinylcarbonyl)-2-[(phenylmethyl)oxy]-5-(trifluoromethyl)benzoate (may be prepared as described in Description 56; 64 mg, 0.13 mmol) in tetrahydrofuran (3 ml) was added lithium hydroxide (9.21 mg, 0.38 mmol) and water (0.75 ml). The solution was heated at 45° C. for one hour, cooled and 2M hydrochloric acid (0.19 ml, 0.38 mmol) was added. The solvent was removed in vacuo and the residue redissolved in N,N-dimethylformamide (4 ml). Diisopropylethylamine (0.06 ml, 0.32 mmol), 3-aminopyridine (18.09 mg, 0.19 mmol), 1-hydroxy-7-azabenzotriazole (22.67 mg, 0.17 mmol) and EDC (44.2 mg, 0.23 mmol) were added and the mixture was stirred for 18 hours. Ethyl acetate (20 ml) and water (10 ml) were added and the organic layer washed further with water (2×5 ml), dried (MgSO4) and the solvent removed in vacuo to give a gum. Purification by MDAP gave the title compound as a white solid. 38 mg.

Provenance & Evidence