p-Toluenesulfonic acid → HCID 54008973, 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 triethylamine, and (2-methyl-2 H-1,2,4-triazol-3-yl)methanol (Example 66) was used in Step c) instead of 2-pyridylcarbinol. Data for the title compound: m.p. 268-269° C. (MeOH). 1H NMR (360 MHz, DMSO) δ3.92 (3 H, s), 5.79 (2 H, s), 7.46 (2 H, t, J=9 Hz), 7.70-7.74 (2 H, m), 8.01 (1 H, s), 8.19-8.21 (1 H, m), 8.45-8.49 (2 H, m), 8.68 (1 H, s). MS (ES+) 408 [MH]+. Anal. Found C, 55.90; H, 3.44; N, 24.02. C19H14N7FOS requires C, 56.01; H, 3.46; N, 24.07%.

Provenance & Evidence