Trifluoroacetic acid → HCID 66673508, compound

Participants

Reaction Steps

A mixture of 1,1-dimethylethyl 4-[({6-[2-methyl-4-(methylsulfonyl)phenyl]-3-pyridinyl}oxy)methyl]-1-piperidinecarboxylate (Example 185, 57 mg, 0.124 mmol), TFA (0.095 mL, 1.24 mmol) in CH2Cl2 (3 mL) was stirred at ambient temperature for 3 h. The mixture was concentrated to give (80 mg, quantitative yield) of 2-[2-methyl-4-(methylsulfonyl)phenyl]-5-[(4-piperidinylmethyl)oxy]pyridine trifluoroacetate as a clear oil. 1H NMR (400 MHz, CDCl3): δ 8.78 (d, 1H, J=2.0 Hz), 7.97-7.83 (m, 3H), 7.69 (d, 1H, J=8.7 Hz), 7.58-7.48 (m, 1H), 4.17 (d, 2H, J=5.5 Hz), 3.70-3.55 (m, 2H), 3.14-3.01 (m, 5H), 2.39 (s, 3H), 2.34-2.21 (m, 2H), 2.25-2.10 (m, 2H), 1.97-1.83 (m, 2H); LRMS (ESI), m/z 361 (M+H).

Provenance & Evidence