Trifluoroacetic acid → HCID 68185419, compound

Participants

Reaction Steps

A solution of 1,1-dimethylethyl 4-[({4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}methyl)amino]-1-piperidinecarboxylate (for a preparation see Intermediate 109) (605 mg, 1.045 mmol) in dichloromethane (DCM) (5 mL) was treated with TFA (1 mL, 12.98 mmol) and the resulting mixture was stirred at room temperature for 1.5 h then concentrated in vacuo. The residue was loaded on a 20 G SCX column and eluted with MeOH then with 2N NH3 in MeOH). The ammonia fractions were combined and concentrated in vacuo to give 1-methylethyl((2S,4R)-1-acetyl-2-methyl-6-{4-[(4-piperidinylamino)methyl]phenyl}-1,2,3,4-tetrahydro-4-quinolinyl)carbamate (443 mg, 0.879 mmol, 84%) as a white glassy solid.

Provenance & Evidence