Hydrochloric Acid → HCID 86707734, compound

Participants

Reaction Steps

To a solution of Compound 45b (130 mg, 0.24 mmol) in MeOH (3 mL) and THF (3 mL) at 0° C. was added a solution of NaOMe (1.0 M in MeOH, 0.11 mL, 0.48 mmol) and the reaction mixture was stirred for 0.5 h. The reaction mixture was added dropwise to 1 N HCl (5 mL) at 0° C. The solution was extracted with DCM (3×) then the combined extracts dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography eluting with 0 to 20% MeOH/DCM to give Compound 45c (51 mg, 46% yield) as a yellow solid. LCMS=1.80 min using analytical method (B), 442.0 (M+H). 1H NMR (400 MHz, DMSO-d6) δ 8.44 (d, J=1.8 Hz, 1H), 8.06 (d, J=8.5 Hz, 1H), 7.86-7.81 (m, 1H), 7.79-7.73 (m, 2H), 7.57-7.48 (m, 2H), 7.44-7.37 (m, 1H), 4.92 (s, 2H), 4.63 (dd, J=7.9, 4.6 Hz, 1H), 3.44-3.19 (m, 2H). LC/MS=1.80 min using analytical method (B), 442.0 (M+H).

Provenance & Evidence