Tetrabutylammonium Fluoride → HCID 25175475, compound

Participants

Reaction Steps

To 1-(3,3-bis(4-fluorophenyl)propyl)-3-(5-chloro-4-(4-(4-(trimethylsilyl)-1H-1,2,3-triazol-1-yl)phenyl)thiazol-2-yl)-1-(2-(pyridin-2-yl)ethyl)urea 71, prepared in the previous step, at room temperature was added tetrabutylammonium fluoride (1 M in THF, 3.0 mL, 3.0 mmol). The reaction mixture was stirred at room temperature for 30 min, heated to 40° C. for 3 h, and diluted with EtOAc. The organic phase was washed with water (1×), brine (1×), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (eluted with 30% to 70% EtOAc in hexanes) gave 1-(3,3-bis(4-fluorophenyl)propyl)-3-(5-chloro-4-(4-(1H-1,2,3-triazol-1-yl)phenyl)-1,3-thiazol-2-yl)-1-(2-(2-pyridinyl)ethyl)urea. Mass spectrum, calculated for C34H28ClF2N7OS 655.2; found 656.1 (M++1).

Provenance & Evidence