Triethyl borate → HCID 59321066, compound

Participants

Reaction Steps

Methyl lithium (1.6M in Et2O, 12.2 ml, 19.5 mmol) was added to a stirred solution of 4-bromo-pyrazole-1-sulfonic acid dimethylamide (3.18 g, 14.9 mmol) and triethyl borate (3.80 ml, 22.3 mmol) in anhydrous THF (40 ml), such that the internal temperature remained >-60° C. After 30 min, the reaction was allowed to warm to room temperature and stirred for 18 h. The reaction was quenched with 2N HCl (25 ml), then extracted with EtOAc (×3). The organic extracts were combined, dried (Na2SO4), filtered and the solvent removed in vacuo. The material was purified by silica column chromatography to afford a colourless gum (2.1 g). MS: [M+H]+=220

Provenance & Evidence