Boron tribromide → HCID 178424308, compound

Participants

Reaction Steps

Reaction of 165c (0.072 g, 0.195 mmol) and 1M BBr3 (0.30 mL) in CH2Cl2 (8 mL) within 48 h as described for the synthesis of 148a gave compound 167c (0.046 g, 67%) as olive green solid. 1H NMR (400 MHz, CD3OD) δ 7.94 (s, 1H), 7.61 (m, 1H), 7.47 (s, 1H), 7.21 (m, 1H), 6.97 (m, 1H), 6.76 (m, 1H), 4.52 (m, 1H), 4.45 (t, J=6.8 Hz, 1H), 2.38 (s, 1H), 2.01 (m, 2H), 1.43 (m, 1H). 13C NMR (100 MHz, CD3OD) δ 146.74, 135.53, 130.65, 129.46, 128.69, 128.21, 125.88, 122.79, 53.41, 49.83, 29.42, 27.32, 22.98, 20.55. HRMS (EI) calcd for C19H22N4OS [M]+ 354.151. found 354.1509.

Provenance & Evidence