1,2-Dichloroethane → HCID 68108731, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 2-{[(4-fluorophenyl)methyl]oxy}-5-[3-(4-morpholinyl)propyl]benzoate (may be prepared as described in Description 124; 166 mg, 0.43 mmol) in tetrahydrofuran (6 ml) was added lithium hydroxide (61.6 mg, 2.57 mmol) and water (1.5 ml). The mixture was stirred at 50° C. for 3 hours, cooled and the acidified with 2M hydrochloric acid (1.29 ml, 2.57 mmol). The solvent was removed in vacuo to give a residue. The residue was redissolved in N,N-dimethylformamide (3 ml) and diisopropylethylamine (0.15 ml, 0.86 mmol), 3-aminopyridine (52.4 mg, 0.56 mmol), 1-hydroxy-7-azabenzotriazole (70.0 mg, 0.51 mmol) and EDC (140 mg, 0.73 mmol). The solution was stirred overnight, the solvent removed in vacuo and the residue was purified by MDAP to yield the title compound as a white solid. 25 mg.

Provenance & Evidence