3-Pyridinemethanamine → 2-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)-N-(pyridin-3-ylmethyl)isonicotinamide

Participants

Reaction Steps

Following the procedure as described in Example 15, making variations as required to replace methyl 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinate with methyl 2-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)isonicotinate to react with pyridin-3-ylmethanamine, 2-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)-N-(pyridin-3-ylmethyl)isonicotinamide was obtained as a colorless solid in 46% yield: mp 122-123° C.; 1H NMR (300 MHz, DMSO-d6) δ 9.28 (t, J=9.0 Hz, 1H), 8.54-8.50 (m, 2H), 8.43-8.41 (m, 1H), 8.36 (d, J=3.0 Hz, 1H), 7.70-7.67 (m, 1H), 7.35-7.29 (m, 2H), 4.45 (d, J=5.7 Hz, 2H), 3.93 (t, J=9.0 Hz, 2H), 3.56 (t, J=9.0 Hz, 2H), 3.06 (d, J=9.0 Hz, 2H), 0.96-0.85 (m, 1H), 0.48-0.42 (m, 2H), 0.21-0.15 (m, 2H); MS (ES+) m/z 352.2 (M+1).

Provenance & Evidence