Hydrogen Bromide → HCID 86690298, compound

Participants

Reaction Steps

Compound 1D (85 mg, 0.2 mmol) was treated with 1 mL of 33% solution of HBr in glacial acetic acid. The reaction was stirred at room temperature for 1 hour. Dry ether was then added to the mixture leading to the formation of a precipitate. It was collected by filtration, rinsed thoroughly with Et2O and dried. 50 mg of the compound were redissolved in 50 mL of water and freeze dried for two days. A white solid was obtained. 1H NMR (ppm, DMSO-d6): δ 1.73 (s, 6H), 2.34 (s, 3H), 3.59 (br q, J=5.67 Hz, 2H), 7.33 (d, J=7.89 Hz, 2H), 7.53 (d, J=8.07 Hz, 2H), 7.95 (br s, 3H), 8.40 (s, 1H). 13C NMR (ppm, DMSO-d6): δ 20.93, 24.83, 46.51, 61.41, 98.47, 128.33, 128.76, 129.80, 138.82, 144.85, 149.49, 152.83, 154.21. LCMS (+esi): 297 (M-Br−).

Provenance & Evidence