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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437981Generated: November 2, 2026

Methyl iodide → (4r,7s)-2-(2-Chloro-phenyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one

https://huagongshe.com/reaction/1437981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant(4r,7s)-2-(2-Chloro-phenyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-oneHCID 57941340—
Solvent1-MethylpyrrolidineHCID 8454—
Product(4r,7s)-2-(2-Chloro-phenyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-oneHCID 1611687067%

Reaction Steps

A solution of (4R,7S)-2-(2-chloro-phenyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (Intermediate 39; 151.5 mg, 0.5 mmol) and iodomethane (0.16 mL, 2.55 mmol) in N-methylpyrrolidine (1 mL) was heated at 100° C. in a sealed tube for 2 h. The reaction mixture was purified by preparative HPLC to give (4R,7S)-2-(2-chloro-phenyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (106 mg, 67%) as an off-white solid. ES(+)-MS (M+H) 317.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622492B2
Source datasetuspto-grants-2009_11
ORD IDord-5c6970cc16dd4aa2881e9150b1007f66
Source noteuspto-grants-2009_11