Methylamine → HCID 121393767, compound

Participants

Reaction Steps

1,1′-carbonyl diimidazole (45 mg, 0.278 mmol) was added to a solution of {5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-2,3-dihydro-1H-imidazol-1-yl}acetic acid (Example 22) (65 mg, 0.139 mmol) in THF (2.0 mL). The mixture was stirred for 1.25 h then a 2M methylamine in THF (0.278 mL, 0.556 mmol) was added. The mixture was stirred for 45 min then a second aliquot of 2M methylamine in THF (0.278 mL, 0.556 mmol) was added. The mixture was stirred for a further 40 minutes then partitioned between EtOAc and water. The phases were partitioned. The organic phase was dried over Na2SO4 and evaporated. The product was purified by chromatography on a 12 g silica gel column, eluting with 5% methanol in DCM. The material thus obtained was freeze dried from acetonitrile-water to afford the title compound (35 mg) a white solid.

Provenance & Evidence