HCID 117728727, compound → HCID 117728291, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of compound 65a (140 mg, 0.270 mmol) in 10 mL of THF at 0° C. was added methylmagnesium bromide (0.270 mL, 0.810 mmol, 3.0 M in Et2O) dropwise under an Argon atmosphere. After stirring at 0° C. for 1 h, the reaction was quenched with 2 mL of saturated NH4Cl. The mixture was treated with 50 mL of EtOAc and washed with water (25 mL), brine (25 mL) and then dried over Na2SO4, filtered, and concentrated. The residue was purified by flash column chromatography on silica gel (0:1-1:4 EtOAc/DCM) to afford the title compound 159 as a white solid. 1H NMR (DMSO-d6, 400 MHz): δ=8.09-8.22 (m, 2H), 8.00 (s, 1H), 7.77-7.93 (m, 3H), 7.44-7.59 (m, 2H), 6.43 (d, J=5.6 Hz, 1H), 5.99 (d, J=6.1 Hz, 2H), 5.81 (s, 1H), 5.71 (s, 1H), 4.06 (br. s., 4H), 3.99 (s, 3H), 3.86 ppm (br. s., 4H). Mass spectrum (ESI, m/z): Calcd. for C29H25N5O4, 508.2 (M+H). found 508.5.

Provenance & Evidence