Potassium Carbonate → HCID 67618203, compound

Participants

Reaction Steps

To a solution consisting of 1-[(3-fluoro-4-pyridinyl)propylamino]-3-methyl-1H-indol-5-ol (2.10 g) and tetrahydrofuran (47 ml) was added milled K2CO3 (1.02 g) followed by dropwise addition of methyl isocyanate (0.46 ml) at room temperature under nitrogen. Stirring was continued for 15 hours, at which time the reaction mixture was filtered through a pad of celite and the solids washed with EtOAc. Concentration afforded the crude product. Purification via flash column chromatography (silica gel, 50% EtOAc/dichloromethane) afforded 2.35 g of the desired carbamate as a solid. The product was recrystallized from ether, m.p. 163°-164° C.

Provenance & Evidence