HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | (4r,7s)-2-(2-Chloro-phenyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one | HCID 57941340 | — |
| Solvent | 1-Methylpyrrolidine | HCID 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-one | HCID 16116870 | 67% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622492B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-5c6970cc16dd4aa2881e9150b1007f66 |
| Source note | uspto-grants-2009_11 |