Potassium Hydroxide → HCID 53330058, compound

Participants

Reaction Steps

A solution of 4-amino-2′-methyl-6′-(pyrrolidine-1-carbonyl)biphenyl-3-carbaldehyde (0.040 g, 0.13 mmol, prepared as in Example 57, Steps 2-5), KOH (10.9 mg, 0.195 mmol) (11 M solution, 18 uL), 1-cyclopenteneacetonitrile (0.022 mL, 0.20 mmol) and DMSO (0.8 mL) was heated in a Biotage microwave at 140° C. for 5 min. LCMS indicated good conversion to desired product. The crude material was purified by prep HPLC (21-60% CH3CN/water modified with 0.1% TFA), and again by prep HPLC (10-90% CH3CN/water modified with 0.1% NH4OH) to give (2-(2-amino-3-cyclopentenylquinolin-6-yl)-3-methylphenyl)(pyrrolidin-1-yl)methanone as a yellow solid. MS (ESI, pos. ion) m/z: 398 (M+1).

Provenance & Evidence