HCID 59408775, compound → HCID 25000776, compound

Participants

Reaction Steps

BMS (0.2 mL, 2.1 mmol) was added to a solution of 2-(benzylamino)-N-(5-p-tolylthiazol-2-yl)thiazole-5-carboxamide (170 mg, 0.42 mmol) in THF (6 mL) at RT. The resulting solution was stirred at reflux overnight. The reaction was then quenched with MeOH (2 mL) and 1N HCl was added until the pH reached 2. After stirring the reaction mixture at reflux temperature for 12 hrs, the organic solvents were evaporated and the aqueous solution was neutralized with 1N NaOH, extracted with CHCl3, dried with Na2SO4 and concentrated. The crude product was purified by column (AcOEt), yielding N-benzyl-5-((5-p-tolylthiazol-2-ylamino)methyl)thiazol-2-amine (30 mg, 18%).

Provenance & Evidence