Pyridine → HCID 178522521, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-bromo-5-pyridin-2-yl-2H-pyrazol-3-ylamine hydrobromide salt (300 mg, 0.94 mmol), benzoyl isothiocyanate (0.15 mL, 1.12 mmol), pyridine (0.24 mL, 2.97 mmol), 1,4-dioxane (2 mL), and DMSO (2 mL) was heated at 95° C. overnight. The mixture was added to an excess of water, and the resulting precipitate was filtered, and recrystallized from EtOH to afford 190 mg (63%) of N-(3-pyridin-2-yl-1H-pyrazolo[3,4-d]thiazol-5-yl)-benzamide as an off-white solid. 1H NMR (d6-DMSO) δ: 8.85 (s, 1H), 8.02 (m, 4H), 7.51 (m, 3H), 7.21 (m, 1H); HPLC/MS m/z: 322 [MH]+.

Provenance & Evidence