Trifluoroacetic acid → 5-Amino-1-(1-(7-methoxyquinolin-4-yloxy)-2-methylpropan-2-yl)pyridin-2(1H)-one

Participants

Reaction Steps

To a stirred solution of tert-butyl 1-(1-(7-methoxyquinolin-4-yloxy)-2-methylpropan-2-yl)-6-oxo-1,6-dihydropyridin-3-ylcarbamate (55 mg, 125 μmol) in CH2Cl2 (1 mL) was added TFA (3 mL). After 90 min at 23° C., the solvents were removed under reduced pressure. The residue was partitioned between CH2Cl2 and NaOH (1 M). The organic was dried over MgSO4, reduced to a brown solid under reduced pressure. MS (ESI pos. ion) m/z (MH+): 340. Calc'd exact mass for C19H21N3O3: 339. 1H NMR (400 MHz, Chloroform-d) 8 ppm 1.65 (s, 6 H) 2.35 (s, 2 H) 3.94 (s, 3 H) 3.99 (s, 2 H) 6.30 (d, J=5.52 Hz, 1 H) 6.64 (d, J=9.03 Hz, 1 H) 7.09-7.20 (m, 4 H) 7.29-7.36 (m, 2 H) 7.64 (s, 1 H) 7.82 (d, J=9.03 Hz, 1 H) 8.31-8.39 (m, 1 H).

Provenance & Evidence