Hydrochloric Acid → HCID 67193937, compound

Participants

Reaction Conditions

Reaction Steps

{1-acetyl-2-ethyl-6-[4-(1-piperidinylmethyl)phenyl]-1,2,3,4-tetrahydro-4-quinolinyl}formamide (for a preparation see Intermediate 6) (1.00 g, 2.026 mmol) was dissolved in Ethanol (20 ml), mixed with 5M hydrochloric acid (1.216 ml, 6.08 mmol) and stirred under reflux at 85° C. for 24 hours. The mixture was loaded onto a 5 g SCX-column, eluting with MeOH (70 mL), followed by 2M MeOH/NH3 (70 mL). Product-containing fractions were evaporated to dryness to give a yellow solid (1.242 g). The residue was purified on a 40+S Biotage silica column, eluting with DCM:2M MeOH/NH3 (1:0 to 19:1). Product-containing fractions were evaporated to dryness to give a pale yellow solid (0.782 g). LCMS (Method C): Rt 0.57, MH+=392

Provenance & Evidence