HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-[(2-Chloro-4-methylphenyl)(cyclopropyl)methyl]-7-[(methylsulfonyl)methyl]-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | indium(III)chloride | HCID 159675 | — |
| Reactant | 7-[(Methylsulfonyl)methyl]-1H-indole | HCID 58392294 | — |
| Reactant | 2-Chloro-alpha-cyclopropyl-4-methylbenZenemethanol | HCID 58392529 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[(2-Chloro-4-methylphenyl)(cyclopropyl)methyl]-7-[(methylsulfonyl)methyl]-1H-indole | HCID 58392450 | — |
Reaction Steps
135 mg (0.61 mmol) of indium(III) chloride and 0.07 ml (0.92 mmol) of trifluoroacetic acid were added to 132 mg (0.61 mmol) of the compound from Example 86A and 100 mg (0.51 mmol) of the compound from Example 152A in 5 ml of dichloromethane, and the mixture was stirred at RT overnight. It was concentrated and the residue was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 29.0 mg (15% of theory) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063234B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-7e272cd946594edfae16047ce995f66b |
| Source note | uspto-grants-2011_11 |