Isobutanol → HCID 178428168, compound

Participants

Reaction Conditions

Reaction Steps

Into a vial containing (R)—N-(2-amino-6-(3-(pyrrolidine-1-carbonyl)piperidin-1-yl)pyridin-3-yl)-1-(3-methyl-1H-pyrazol-1-yl)cyclopropanecarboxamide or (R)—N-(2-amino-6-(3-(pyrrolidine-1-carbonyl)piperidin-1-yl)pyridin-3-yl)-1-(5-methyl-1H-pyrazol-1-yl)cyclopropanecarboxamide (60 mg, 0.14 mmol) and sodium methoxide (25% wt in methanol, 118 μL) was added isobutanol (0.4 mL) and methanol (0.2 mL). The reaction mixture was heated to 110° C. for 5 h. The solvent was removed under reduced pressure and the residue was purified via HPLC to afford (R)-(1-(2-(1-(3-methyl-1H-pyrazol-1-yl)cyclopropyl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone or (R)-(1-(2-(1-(5-methyl-1H-pyrazol-1-yl)cyclopropyl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone (Example 89, starting from Intermediate 10): MS (ESI+) (M+H) 420.3; HPLC retention time 1.85 min (Method A).

Provenance & Evidence