Methyl iodide → HCID 86703196, compound

Participants

Reaction Conditions

Reaction Steps

KHMDS (1M/THF) (0.237) was added to a solution of 5-(5-chloro-2-methyl-phenyl)-6-(4-chloro-phenyl)-1-isopropyl-2-(2-methoxy-phenyl)-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one (Example 9) (0.198 mmol) in THF (2 mL) at −78° C. and the mixture was stirred at −78° C. for 15 min. Methyl iodide (0.594 mmol) was added and the mixture was allowed to warm to rt. After 2.5 h, the reaction mixture was diluted with EtOAc and washed with a 5% aqueous citric acid solution. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified using a RediSep® silica gel column to afford the title compound as a white solid. tR: 1.49 min (HPLC 3); ESI-MS: tR=1.43 min, [M]+ 519/521/523 (LC-MS 1); TLC: Rf=0.41 (1:1 EtOAc/heptanes).

Provenance & Evidence