Methyl iodide → HCID 16118896, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (4S,7R)-2-(2-chloro-phenyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (Intermediate 10; 5.11 g, 16.9 mmol) and methyl iodide (1.05 mL, 16.9 mmol) in N,N-dimethylformamide (20 mL) was heated to 80° C. for 2 h. The reaction mixture was diluted with water (50 mL) and saturated sodium bicarbonate (150 mL) and extracted with ethyl acetate (2×200 mL). The organic extracts were combined, washed with brine, dried (sodium sulfate), filtered, evaporated, and purified using an ISCO CombiFlash® Sg100c chromatography system eluting with 10-100% ethyl acetate/hexanes to give (4S,7R)-2-(2-chloro-phenyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (233 mg, 4%). ES(+)-MS (M+H) 317.

Provenance & Evidence