HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 3-[(2-Chloro-4-fluorophenyl)(cyclopropyl)methyl]-6-fluoro-7-[(methylsulfanyl)methyl]-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (4-Chloro-2,6-difluorophenyl)(cyclopropyl)methanol | HCID 58392245 | — |
| Reactant | 6-Fluoro-7-[(methylsulfanyl)methyl]-1H-indole | HCID 58392259 | — |
| Product | 3-[(2-Chloro-4-fluorophenyl)(cyclopropyl)methyl]-6-fluoro-7-[(methylsulfanyl)methyl]-1H-indole | HCID 58392412 | — |
Reaction Steps
514 mg (2.56 mmol) of the compound from Example 156A and 0.24 ml (3.07 mmol) of trifluoroacetic acid were added to 500 mg (2.56 mmol) of the compound from Example 9A in 4 ml of dichloromethane. The reaction mixture was stirred at RT for 30 min, and the crude product was then purified three times by preparative HPLC (mobile phase: acetonitrile/water gradient) and once by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 10/1). 404 mg (41% of theory) of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063234B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-4657a26252854f42966973f351de36ac |
| Source note | uspto-grants-2011_11 |