Toluene → HCID 58388020, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-amino-N-(4-benzyloxy-benzyl)-thionicotinamide described in Example A-22 (30 mg, 0.083 mmol) and toluene (1 mL) was added benzyl bromide (0.044 mL, 0.37 mmol), and the solution was refluxed for 3 hours. After cooling, the solvent was evaporated in vacuo, and the residue was washed with diethyl ether twice. A mixture of a portion (13 mg) of the resulting crude product (33 mg), cyanamide (20 mg, 0.48 mmol) and N-methylpyrrolidinone (1 mL) was stirred for 2 hours at 120° C. After cooling, the reaction solution was directly purified by reverse phase high performance liquid chromatography (acetonitrile-water mobile phase (containing 0.1% trifluoroacetic acid) was used), and ditrifluoroacetic acid salt of the title compound (0.75 mg, 0.0013 mmol, 4.2%) was obtained.

Provenance & Evidence