N-bromobutanimide → Methyl 5-bromo-1-isopropyl-1H-pyrrole-3-carboxylate

Participants

Reaction Steps

NBS (36.6 mmol) was added to a mixture of 1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester (Step D5) (37.4 mmol) in CCl4 (250 mL). After 4 h, the reaction mixture was successively washed with a saturated aqueous solution of NaHCO3, water and brine, dried (Na2SO4), filtered and concentrated. The residue was purified using a RediSep® silica gel column to afford the title compound as a pale yellow-pink oil. tR: 4.56 min (HPLC 1); ESI-MS: tR=1.13 min, [M+H]+ 246/248 (LC-MS 1); TLC: Rf=0.35 (1:6 EtOAc/heptanes).

Provenance & Evidence