HCID 58541964, compound → HCID 53237380, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-(2-amino-pyrimidin-5-yl)-1-tert-butyl-2-[5-chloro-2-(3-methyl-1,2,4-triazol-1-yl)-phenyl]-2,3-dihydro-1H-benzimidazol-2-ol plus regiosiomer (25 mg) in MeOH (25 mL) is heated at 70° C. for 16 hours. The reaction mixture is allowed to cool to room temperature and is concentrated under reduced pressure. The residue is purified by silica gel flash column chromatography with 5% MeOH in CH2Cl2 as the eluent followed by further purification using a HPLC C-18 column with CH3CN (0.1% TFA) in H2O (0.1% TFA) as the eluent to afford 5-{1-tert-butyl-2-[5-chloro-2-(3-methyl-1,2,4-triazol-1-yl)-phenyl]-1H-benzimidazol-5-yl}-pyrimidin-2-ylamine (Example 37) (9 mg, 37%) as a white solid LCMS (ESMS): m/z 459.20 (M++1) and 5-{1-tert-butyl-2-[5-chloro-2-(5-methyl-1,2,4-triazol-1-yl)-phenyl]-1H-benzimidazol-5-yl}-pyrimidin-2-ylamine (Example 38) (6 mg, 25%) as a white solid. LCMS (ESMS): m/z 459.20 (M++1)

Provenance & Evidence