Acetic Acid → 2-amino-6-fluoro-N-(2-methyl-1-phenyl-1H-imidazol-5-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3,5-diamino-N-(2-methyl-3-phenyl-imidazol-4-yl)-1H-pyrazole-4-carboxamide (116 mg, 0.3902 mmol), 3-(diisopropylamino)-2-fluoro-prop-2-enal (67.59 mg, 0.3902 mmol) in isopropanol (0.58 mL) and water (0.58 mL) was added acetic acid (0.221 mL, 3.904 mmol) and the solution was heated to 88° C. for 2.5 h. The reaction mixture was partitioned between EtOAc and saturated sodium carbonate solution. Combined organic extract was dried (MgSO4), and concentrated in vacuo to give as a redish oil that was purified by fractionlynx. Clean fractions were freeze-dried to give 2-amino-6-fluoro-N-(2-methyl-1-phenyl-1H-imidazol-5-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide as a yellow solid. (16.4 mg, 8.5%). MS (ES+) 352.2.

Provenance & Evidence