Ammonia → HCID 21309667, compound

Participants

Reaction Steps

The free base from step 38b was dissolved in diethyl ether and brought to 0° C. with stirring. The solution was treated with diethyl ether saturated with HCl. The solvent was removed in vacuo. The resulting salt was triturated with diethyl ether (2×) and dried under vacuumwto give a white powder. MS (DCI/NH3) m/e207 (M+H)+. 1H NMR (D2O, 300 MHz) δ: 8.49 (d, J=3.0 Hz, 1H), 8.39 (dd, J=1.0,5.1 Hz, 1H), 8.02 (m, 1H), 7.85 (dd, J=8.70, 5.40 Hz, 1H), 4.61 (dd, J=11.0, 3.3 Hz, 1H), 4.44 (dd, J=11.0, 6.6 Hz, 1H), 4.10-4.01 (m, 1H), 3.79-3.72 (m, 1H), 3.65-3.51 (m, 2H), 3.32-3.18 (m, 2H), 2.44-2.33 (m, 1H), 2.27-2.05 (m, 2H), 1.37 (t, J=7.5 Hz, 3H). Anal. Calc. for C12H18N2O.2.0 HCl: C, 51.57; H, 7.16; N, 10.02; Found C, 51.43; H, 7.39; N, 9.96. [α]D =-1.5° (c 0.46, MeOH).

Provenance & Evidence