Bromomethylcyclopropane → HCID 57744458, compound

Participants

Reaction Steps

Following the procedure as described in Example 9, making variations only as required to use cyclopropylmethyl bromide in place of 2-cyclopropylethyl 4-methylbenzenesulfonate to react with N-benzyl-5-(4-hydroxy-2-oxopyridin-1(2H)-yl)-3-methylthiophene-2-carboxamide, the title compound was obtained as a colorless solid in 62% yield: mp 175-177° C.; 1H NMR (300 MHz, DMSO-d6) δ 8.54 (t, J=6.0 Hz, 1H), 8.13 (d, J=8.0 Hz, 1H), 7.35-7.20 (m, 6H), 6.24 (dd, J=8.0, 2.7 Hz, 1H), 5.97 (d, J=2.7 Hz, 1H), 4.41 (d, J=6.0 Hz, 2H), 3.88 (d, J=7.2 Hz, 2H), 2.42 (s, 3H), 1.27-1.14 (m, 1H), 0.63-0.54 (m, 2H), 0.37-0.29 (m, 2H); 13C NMR (75 MHz, DMSO-d6) δ 166.5, 162.4, 161.0, 139.6, 138.8, 137.2, 134.9, 128.2, 127.2, 127.1, 126.6, 120.4, 102.5, 96.6, 73.1, 42.3, 15.5, 9.5, 3.1; MS (ES+) m/z 395.2 (M+1).

Provenance & Evidence