5-(Aminomethyl)-1,3-thiazole → 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-N-(thiazol-5-ylmethyl)isonicotinamide

Participants

Reaction Steps

Following the procedure as described in Example 14, making variations as required to replace oxazol-4-ylmethanamine with thiazol-5-ylmethanamine to react with 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinic acid, 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-N-(thiazol-5-ylmethyl)isonicotinamide was obtained as a colorless solid in 43% yield: mp 148-150° C.; 1H NMR (300 MHz, DMSO-d6) δ 9.39 (t, J=5.7 Hz, 1H), 9.02 (s, 1H), 8.65 (s, 1H), 8.36 (d, J=5.1 Hz, 1H), 7.80 (s, 1H), 7.35-7.29 (m, 3H), 7.19-7.13 (m, 2H), 4.64 (d, J=5.7 Hz, 2H), 4.39 (s, 2H), 3.93 (t, J=8.0 Hz, 2H), 3.34 (t, J=8.0 Hz, 2H); MS (ES+) m/z 412.0 (M+1).

Provenance & Evidence