Dimethylamine → HCID 67040627, compound

Participants

Reaction Conditions

Reaction Steps

The product of Example 105B (0.108 g, 0.15 mmol) in tetrahydrofuran (3 mL) was treated with DBU (0.023 g, 0.15 mmol) and Dimethylamine (2.0 M in THF, 0.75 mL, 1.5 mmol) and heated at 60° C. for 20 minutes in a sealed tube, cooled, and concentrated under vacuum. The resulting residue was purified by chromatography on silica eluting with 97:3 dichloromethane/methanol to provide the title compound (0.08 g, 88%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 1.34 (d, J=6.99 Hz, 6 H), 2.19 (s, 3 H), 2.93 (s, 6 H), 3.15-3.29 (m, 1 H), 7.01 (d, J=8.46 Hz, 1 H), 7.23 (t, J=8.64 Hz, 1 H), 7.33 (d, J=8.46 Hz, 2 H), 7.43 (dd, J=8.27, 1.65 Hz, 1 H), 7.57 (d, J=8.82 Hz, 2 H), 7.62-7.71 (m, 2 H), 7.80 (dd, J=8.27, 1.65 Hz, 1 H), 7.99 (s, 1 H), 8.50 (s, 1 H), 8.60 (s, 1 H), 8.87 (d, J=8.46 Hz, 1 H), 10.22 (s, 1 H), 10.30 (s, 1 H); MS (ESI+) m/z 610 (M+H)+.

Provenance & Evidence