Hydrochloric Acid → HCID 21309709, compound

Participants

Reaction Steps

The compound from step 39a (0.130 g, 0.44 mmol) was treated with saturated ethanolic HCl (5 mL) for 16 hr. The volatiles were removed in vacuo, and the dihydrochloride was recrystallized (EtOH/Et2O) to yield the title compound (0.094 g, 80%) as a white solid. mp 156-157° C. MS (DCI/NH3) m/e: 199 (M+H)+, 216 (M+NH4)+. 1H NMR (D2O, 300 MHz) δ: 8.41 (d, J=5.1 Hz, 1H), 8.39 (d, J=4.4 Hz, 1H), 7.94 (t, J=2.1 Hz, 1H), 5.01-4.93 (m, 1H), 4.50 (d, J=4.0 Hz, 2H), 4.20-4.03 (m, 2H), 2.69 (q, J=8.45 Hz, 2H). Anal. calc. for C9H13Cl3N2O·0.5H2O: C, 38.53; H, 5.03; N, 9.98 Found: C, 38.51; H, 5.16 N, 9.96. [α]D23 =-3.23° (c=0.16 in MeOH).

Provenance & Evidence