Dichloromethane → HCID 23353474, compound

Participants

Reaction Steps

The title compound was prepared following the procedure of example 30 from the product of example 29 (0.25 g, 0.75 mmol), acetyl chloride (0.045 mL, 0.80 mmol) and triethylamine (0.11 mL, 0.803 mmol) in tetrahydrofuran (8 mL) with stirring at room temperature for 3 hours. The product was isolated by flash chromatography and recrystallization from methylene chloride to yield 0.18g (64%) of the title compound: mp 110°-114° C. (dec.). 1H NMR (DMSOd6) δ 9.47 (s, 1H), 8.65 (d, J=1.5 Hz, 1H), 8.35(s, 1H), 8.03 (dd, J=1.5, 5 Hz, 1H), 7.77-7.70 (m, 2H), 7.53 (dd, J=2, 9 Hz, 1H), 7.46 (d, J=8 Hz, 1H), 7.22 (t, J=8 Hz, 1H), 7.00 (d, J=7.5 Hz, 1H), 6.88 (dd, J=5, 8 Hz, 1H), 3.07 (br s, 4H), 2.63 (br s, 4H), 2.29 (s, 3H), 2.14 (s, 3H). HRMS m/e calculated for C22H25N5O: 375.2054. Observed m/e: 375.2023.

Provenance & Evidence