1-(4-BROMOPHENYL)-5-OXOPYRROLIDINE-3-CARBOXYLIC ACID synthesis

Yield:91348-51-5 83%

Reaction Conditions:

in water at 110; for 24 h;

Steps:

Preparation of 1 -(4-bromophenyl)-5-oxopyrrolidine-3 -carboxylic acid

A mixture of 4-bromoaniline (10.0 g, 58.1 mmol) and 2-methylenesuccinic acid(8.32 g, 63.9 mmol) in water (250 mL) was heated at 110°C for 24 h. The reactionmixture was cooled to 0 °C affording a pale yellow precipitate, which was stirred for 30mm. The suspension was filtered and the collected solid was washed with ether severaltimes to afford 1 -(4-bromophenyl)-5-oxopyrrolidine-3-carboxylic acid (15.78 g, 83% yield) as a white solid. MS(ESI) m/z: 283.8 (M+H) ‘H NMR (300 MHz, DMSO-d6) ?ppm 12.80 (br. s., 1 H) 7.39-7.78 (m, 4 H) 3.91 -4.11 (m, 2 H) 3.34-3.42 (m, 1 H) 2.582.90 (m, 2 H).

References:

WO2016/144936,2016,A1 Location in patent:Page/Page column 129; 130