Tetrahydrofuran → HCID 22719549, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.13 g (0.31 mMol) 2-chloromethyl-N-(7-cyclohexyl-4-methoxy-benzothiazol-2-yl)-isonicotinamide in 1 ml THF were added 0.1 ml (1.3 mMol) pyrrolidine. The reaction mixture was heated to 70° C. for 3 h. The solvent was evaporated to dryness, the residue taken up in dichloro methane and washed with water and brine. The organic phase was dried over sodium sulfate and evaporated to dryness in vacuo. The residue was subjected to column chromatography (dichloro methane/methanol 19:1->9:1) and subsequent crystallization from methanol/ethyl acetate/diethyl ether afforded 0.026 g (18%) of N-(7-cyclohexyl-4-methoxy-benzothiazol-2-yl)-2-pyrrolidin-1-yl-methyl-isonicotinamide as a yellow solid. ES-MS m/e (%): 451 ([M+H]+, 100).

Provenance & Evidence