HCID 178418600, compound → HCID 178488510, compound

Participants

Reaction Steps

trans-4-[4-Amino-5-(7-methoxy-1H-indol-2-yl)-imidazo[5,1-f][1,2,4]triazin-7-yl]-cyclohexanecarboxylic acid (11.1 g, 27.4 mmol) and L-arginine (5.72 g, 32.9 mmol) were diluted with H2O (78.0 mL) and EtOH (78.0 mL). The suspension was heated to reflux to give a clear solution and then cooled to RT slowly. After 16 h, the suspension was cooled in an ice bath for 30 min and then filtered. The off-white solid was dried in vacuo at 80° C. for 2 days for provide the title compound (12.9 g, 81% yield). 1H NMR (400 MHz, CD3OD): δ 1.59-1.78 (m, 3H), 1.79-1.90 (m, 3H), 2.13 (br d, J=10.8 Hz, 4H), 2.35 (tt, J=12.4, 3.6 Hz, 1H), 3.20-3.42 (m, 1H), 3.37 (tt, J=12.0, 2.8 Hz, 1H), 3.66 (br s, 4H), 3.98 (s, 3H), 6.72 (d, J=7.6 Hz, 1H), 6.72 (s, 1H), 7.01 (dd, J=8.0, 8.0 Hz, 1H), 7.22 (d, J=8.4 Hz, 1H), 7.84 (s, 1H). X-ray powder diffraction analysis (XRPD) indicated that the salt is amorphous.

Provenance & Evidence