Methanol → HCID 75217891, compound

Participants

Reaction Conditions

Reaction Steps

(2S,4S)-4-fluoro-1-({[(1R,3S)-3-(1H-1,2,4-triazol-1-ylmethyl)-cyclopentyl]amino}acetyl)pyrrolidine-2-carbonitrile mesylate salt was melted at 150-160° C. for 3 to 4 h and the residue was cooled to 25-30° C. To this, a mixture of methanol (100 ml, 2 vol.) and ethyl acetate (250 ml, 5 vol.) was added and heated at 50-55° C. The reaction mixture on cooling to 25-30° C. precipitates 7-fluoro-1-imino-2-[(3S,1R)-3-(1H-1,2,4-triazol-1-ylmethyl)cyclopentyl]-perhydroazolo[1,2-a]pyrazin-4-one mesylate. 1H NMR (300 MHz, DMSO-d6) δ 1.52-1.88 (m, 6H), 2.21-2.40 (m, 5H), 2.77-2.80 (m, 1H), 3.52-3.83 (m, 2H), 3.95-4.00 (d, 1H), 4.18-4.25 (m, 3H), 4.42 (m, 1H), 4.85 (m, 1H), 5.39-5.56 (d, 1H), 7.98 (s, 1H), 8.54 (s, 1H), 9.17 (s, 2H); ESI-MS (m/z) 321 (100%); 13C NMR (300 MHz, DMSO-d6) δ 27.00, 26.71, 32.04, 35.81, 32.54, 37.74, 39.97, 47.06, 51.85, 51.54, 52.80, 56.02, 57.73, 92.12, 89.82, 144.14, 151.43, 161.74, 162.12.

Provenance & Evidence