Sodium sulfate decahydrate → HCID 25050520, compound

Participants

Reaction Steps

Lithium aluminum hydride (10.6 μL, 10.6 mmol, 1M in THF) was added dropwise to a THF (50 mL) solution of ethyl 2-(2-(3-(3-fluorobenzyl)ureido)thiazol-4-yl)acetate (1.32 g, 4.1 mmol) at −78° C. The reaction was allowed to slowly warm to ambient temperature. The mixture was stirred at ambient temperature until completion of the reaction. Sodium sulfate decahydrate (3.2 g, 10 mmol) was added carefully. It was followed by the addition of sodium bisulfate (1.8 g) and the mixture was stirred for 30 hours. An aqueous work-up with EtOAc and a recrystallization from a mixture of CH2Cl2 and hexane afforded the pure title compound. 1H NMR (400 MHz, CDCl3): 9.5 (s, 1H, br), 7.75 (s, 1H, br), 7.27 (m, 1H), 7.07 (d, 1H), 7.01 (d, 1H), 7.94 (td, 1H), 6.48 (s, 1H), 4.48 (d, 2H), 3.83 (t, 2H), 2.83 (t, 2H). MS (ES+): M/Z 338 (M+H)+.

Provenance & Evidence