Benzoyl isothiocyanate → tert-butyl 4-fluoro-3-[(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)methyl]-1H-indole-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A solution of tert-butyl 3-({[5-(aminocarbonyl)-1H-imidazol-4-yl]amino}methyl)-4-fluoro-1H-indole-1-carboxylate (0.17 g, 0.45 mmol, obtained from Example 11(b)) and benzoyl isothiocyanate (0.073 mL, 0.54 mmol) in CH2Cl2 (5 mL) was stirred for 3 h 20 minutes and then evaporated. Ammonia (7 M in MeOH, 4 mL) was added to the residue and the mixture was heated to 80° C. for 2 h and then evaporated. Purification by flash chromatography using MeOH (2%) in CHCl3 gave the title compound (0.089 g, 48%).

Provenance & Evidence