Hydrochloric Acid → 1-trityl-1H-imidazole-4-carboxylic acid {4-[3-butyl-1-(2-fluoro-benzyl)-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylmethyl]-phenyl}-amide

Participants

Reaction Conditions

Reaction Steps

A solution of 1-trityl-1H-imidazole-4-carboxylic acid (4-{[6-amino-1-butyl-3-(2-fluoro-benzyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylcarbamoyl]-methyl}-phenyl)-amide (68.5 mg, 0.09 mmol) in methanol (2.0 mL) at 25° C. was treated with a 10% aqueous sodium hydroxide solution (1.06 mL, 0.26 mmol). The reaction was then warmed to 50° C. for 1 h. At this time, additional methanol (1.0 mL) was added. The reaction was continued at 50° C. for 2.5 h. At this time, the reaction was treated with a 3N aqueous hydrochloric acid solution (0.88 mL) and was stirred for 10 min. The resulting solid was collected by filtration, washed with water, and was dried in vacuo to afford 1-trityl-1H-imidazole-4-carboxylic acid {4-[3-butyl-1-(2-fluoro-benzyl)-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylmethyl]-phenyl}-amide (46.6 mg, 69.6%): EI-HRMS m/e calcd for C46H40N7O3F (M+) 757.3177, found 757.3160.

Provenance & Evidence