Trifluoroacetic acid → HCID 21912819, compound
Reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][CH:18]([C:21]2[C:22]([O:31][CH3:32])=[N:23][N:24]([CH3:30])[C:25]=2[C:26]([F:29])([F:28])[F:27])[CH2:17][CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[CH3:32][O:31][C:22]1[C:21]([CH:18]2[CH2:17][CH2:16][NH:15][CH2:20][CH2:19]2)=[C:25]([C:26]([F:28])([F:27])[F:29])[N:24]([CH3:30])[N:23]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Trifluoroacetic acid (3.0 mL) was added to a solution of 1-(tert-butoxycarbonyl-4-(3-methoxy-1-methyl-5-(trifluoromethyl)-(1H)-pyrazol-4-yl)piperidine (150 mg, 0.41 mmol, from Step D) in CH2Cl2 (3.0 mL). After 2 h, the reaction was concentrated and the residue was dissolved in EtOAc (15 mL) and washed with saturated aq. NaHCO3 (6 mL) followed by saturated aq. NaCl (5 mL). The organic layer was dried (Na2SO4), decanted, and evaporated to give the title compound as a white solid. For the title compound: 1H NMR (500 MHz, CD3OD) δ 3.89 (s, 3H), 3.80 (s, 3H), 3.32 (d, J=13, 2H), 2.95 (tt, J=13, 4, 1H), 2.93 (td, J=13, 3, 2H), 2.18 (qd, J=13, 4, 2H), 1.76 (d, J=13, 2H); ESI-MS 264.1 (M+H); HPLC A: 1.3 min.