Hydrochloric Acid → HCID 178479183, compound

Participants

Reaction Steps

To a homogeneous pale yellow solution of 2-{3-[2-(3-chlorophenyl)-2,2-difluoroethylamino]-6-cyano-2-fluorophenyl}-N-(2-amidinoaminooxyethyl)acetamide (1.28 g, 2.74 mmol), as prepared in the preceding step, in dry MeCN (38 mL) was added anhydrous HCl (0.283 M in MeCN, 10.2 mL, 2.89 mmol) rapidly at room temperature in five ˜2 mL portions with swirling. Immediately following addition of the last portion of HCl/MeCN, the solution was allowed to sit undisturbed at room temperature for 15 min, and the resulting crystals were filtered and dried under vacuum to afford the title compound (1.22 g, 88%) as off-white microcrystals. 1H NMR (300 MHz, CD3OD) δ 7.57-7.54 (m, 1H), 7.52-7.41 (m, 3H), 7.29 (dd, J=8.6 Hz, 1.3 Hz, 1H), 6.80 (t, J=8.6 Hz, 1H), 3.95 (t, J=5.4 Hz, 2H), 3.94 (t, J=13.7 Hz, 2H), 3.76 (d, J=2.0 Hz, 2H), 3.52 (t, J=5.4 Hz, 2H). LC/MS (ESI) calcd for C20H21ClF3N6O2 (MH+) 469.1. found 469.1. Elem. Anal. Calc. for free base •1.00 HCl: C, 47.54; H, 4.19; N, 16.63; Cl, 7.02. Found: C, 47.42; H, 4.03; N, 16.62; Cl, 7.02. Karl Fischer % water: <0.10.

Provenance & Evidence