HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-[1-(4-Chlorophenyl)-1-cyclopropylethyl]-7-[(methylsulfanyl)methyl]-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 4-Chloro-alpha-cyclopropyl-alpha-methylbenzenemethanol | HCID 23463 | — |
| Reactant | 7-[(Methylsulfanyl)methyl]-1H-indole | HCID 58392187 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[1-(4-Chlorophenyl)-1-cyclopropylethyl]-7-[(methylsulfanyl)methyl]-1H-indole | HCID 58392290 | — |
Reaction Steps
600 mg (3.05 mmol) of the compound from Example 138A and 0.28 ml (3.66 mmol) of trifluoroacetic acid were added to 541 mg (3.05 mmol) of the compound from Example 8A 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). 441 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-715334ddb2494622b5c8a6c327cd4bfa |
| Source note | uspto-grants-2011_11 |