Tetrabutylammonium Fluoride → HCID 67170071, compound

Participants

Reaction Steps

To a solution of 1.0 g (2.3 mmol) N-((S)-(4-bromophenyl){1-[(trimethylsilyl)-methyl]-1H-1,2,3-triazol-4-yl}methyl)-2-methylpropane-2-sulfinamide in 5.0 ml THF was added 2.5 mL (2.5 mmol) 1.0M solution TBAF. After 30 min at room temperature, the reaction mixture was concentrated in vacuo. Purification by flash chromatography (silica gel, linear gradient 0-10% MeOH:Methylene chloride) afforded 0.80 g (95%) N-[(S)-(4-bromophenyl)(1-methyl-1H-1,2,3-triazol-4-yl)methyl]-2-methylpropane-2-sulfinamide. 1H NMR (CDCl3, 400 MHz) 7.51-7.49 (m, 2H); 7.31 (m, 2H); 7.21 (s, 1H); 5.70 (d, 1H, J=2.96 Hz); 4.49 (d, 1H, J=2.75 Hz); 4.04 (s, 3H); 1.24 (s, 9H). ESMS [M+1]+=373.0.

Provenance & Evidence