Dimethylformamide → HCID 11786962, compound

Participants

Reaction Steps

A mixture of intermediate (2) (0.0117 mol) and Na2CO3 (0.0141 mol) in DMF (100 ml) was stirred at room temperature. A solution of intermediate (43) (0.0141 mol) in DMF (80 ml) was added dropwise. The mixture was stirred at room temperature for 20 hours. The solvent was evaporated. The residue was stirred in DCM (150 ml). The organic layer was washed with water, washed with a saturated NaHCO3 solution and washed with water. The combined organic layer was dried, filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 99/1). The desired fractions were collected and the solvent was evaporated. The residue was stirred in DIPE (150 ml). The mixture was warmed up to reflux and 2-propanol (30 ml) and DCM (5 ml) was added. The mixture was stirred and refluxed until complete dissolution, then brought to room temperature. The mixture was stirred at room temperature for 60 hours. The precipitate was filtered off and dried in vacuo at 50° C., yielding 3.32 g of 2-methoxy-2-oxoethyl α-phenyl-4-[4-[[[4′-(trifluoromethyl)[1,1′-biphenyl]-2-yl]carbonyl]amino]phenyl]-1-piperazineacetate (compound 14, mp. 106° C.).

Provenance & Evidence