1,2-Dichloroethane → HCID 66635613, 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; 80 mg, 0.16 mmol) in tetrahydrofuran (4 ml) was added lithium hydroxide (11.51 mg, 0.48 mmol) and water (1 ml). The mixture was heated at 45° C. for one hour, cooled and 2M hydrochloric acid (0.24 ml, 0.48 mmol) was added. The solvent was removed in vacuo to give a residue. The residue was redissolved in N,N-dimethylformamide (4 ml) and diisopropylethylamine (0.06 ml, 0.32 mmol), 4-pyridazinamine (19.80 mg, 0.21 mmol), 1-hydroxy-7-azabenzotriazole (28.3 mg, 0.21 mmol) and EDC (55.3 mg, 0.29 mmol) were added. The mixture was stirred for 72 hours. Ethyl acetate (10 ml) and water (10 ml) were added and the organic layer separated and washed further with water (10 ml), dried (MgSO4) and the solvent removed in vacuo to give a gum. Purification by MDAP gave the title compound as a white solid. 30 mg.

Provenance & Evidence