1-Bromo-2-methylpropane → HCID 86721893, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(4-fluoro-phenylsulfamoyl)-benzoic acid methyl ester (1.00 g, 3.23 mmol), 1-bromo-2-methyl propane (527 μL, 4.85 mmol), and K2CO3 (891 mg, 6.46 mmol) in DMF (10 mL) was heated at 90° C. for 18 hours. The cooled mixture was diluted with EtOAc, washed with water and brine, dried over Na2SO4 and concentrated under vacuum. Purification by silica gel column chromatography (0-50% EtOAc in cyclohexane) gave 4-[(4-fluoro-phenyl)-isobutyl-sulfamoyl]-benzoic acid methyl ester (1.69 g, 77%). 1H NMR (300 MHz, CDCl3) δ 8.12 (d, J=8.3 Hz, 2H), 7.63 (d, J=8.3 Hz, 2H), 6.99 (d, J=6.5 Hz, 4H), 3.96 (s, 3H), 3.31 (d, J=7.3 Hz, 2H), 1.58-1.56 (m, 1H), 0.92 (d, J=6.7 Hz, 6H). LCMS (m/z, Method A) ES+ 366.1 [M+1]+.

Provenance & Evidence