HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 58392454, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | indium(III)chloride | HCID 159675 | — |
| Reactant | 5-Fluoro-7-[(methylsulfonyl)methyl]-1H-indole | HCID 58392318 | — |
| Reactant | (4-Chlorophenyl)(2,2-difluorocyclopropyl)methanol | HCID 58392413 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 58392454 | HCID 58392454 | — |
Reaction Steps
97.1 mg (0.44 mmol) of indium(III) chloride and 0.05 ml (0.07 mmol) of trifluoroacetic acid were added to 80.0 mg (0.37 mmol) of the compound from Example 159A and 100 mg (0.44 mmol) of the compound from Example 87A in 4 ml of 1,2-dichloroethane, and the mixture was heated under reflux overnight. It was concentrated and the residue was taken up in ethyl acetate and washed with saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and concentrated. The residue was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 6.0 mg (4% of theory) of the title compound as mixture of diastereomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063234B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-ff602075e8c14e479ad01e3a9d396931 |
| Source note | uspto-grants-2011_11 |