p-Toluenesulfonic acid → HCID 57438968, compound

Participants

Reaction Steps

This compound was prepared using the procedures described in Example 16, Steps a), b) and c) except that 3-thiophene boronic acid was used instead of 4-pyridyl boronic acid, di-lithium salt in Step a), 1.1 equivalents of 4-fluorobenzhydrazide and triethylamine hydrochloride were used in Step b) instead of 1.1 equivalents of benzhydrazide, p-toluenesulphonic acid and triethylmine, and (1-methyl-1 H-1,2,4-triazol-3-yl)methanol (Example 65) was used in Step c) instead of 2-pyridylcarbinol. Data for the title compound: m.p. 254-255° C. (MeOH). 1H NMR (360 MHz, DMSO) δ3.89 (3 H, s), 5.61 (2 H, s), 7.46 (2 H, t, J=9 Hz), 7.71 (1 H, dd, J=5, 3 Hz), 7.80 (1 H, dd, J=5, 1 Hz), 8.28-8.29 (1 H, m), 8.51-8.56 (3 H, m), 8.67 (1 H, s). MS (ES+) 408 [MH]+. Anal. Found C, 55.88; H, 3.40; N, 23.98. C19H14N7FOS requires C, 56.01; H, 3.46; N, 24.07%.

Provenance & Evidence