Benzeneacetamide → HCID 23153471, compound

Participants

Reaction Conditions

Reaction Steps

2-Phenylacetamide (126 mg) was dissolved in 1,2-dichloroethane (10 ml) under a nitrogen atmosphere, and then oxalyl chloride (0.101 ml) was added thereto, followed by stirring at 110° C. overnight. The reaction mixture was concentrated under a reduced pressure to give a residue, which was then dissolved in N,N-dimethylformamide (3 ml) under a nitrogen atmosphere. 4-(4-Amino-2-fluorophenoxy)-2-[(dimethylamino)carbonylamino]pyridine (90 mg) was then added thereto, followed by stirring for 20 min. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate and brine in this order, and dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, which was then purified by silica gel column chromatography (FUJI Silysia NH, eluent; hexane:ethyl acetate=1:3). Fractions containing the target compound were concentrated to give a residue, to which ethyl acetate (1.5 ml) was added to precipitate crystals. The crystals were filtered off and dried under aeration to provide the titled compound (36.3 mg, 26%) as white crystals.

Provenance & Evidence