HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-(5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-yl)-7-[(methylsulfanyl)methyl]-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-ol | HCID 58392170 | — |
| Reactant | 7-[(Methylsulfanyl)methyl]-1H-indole | HCID 58392187 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(5,7-Difluoro-4-methyl-3,4-dihydro-2H-chromen-4-yl)-7-[(methylsulfanyl)methyl]-1H-indole | HCID 58392098 | — |
Reaction Steps
565 mg (2.82 mmol) of the compound from Example 171A and 0.26 ml (3.39 mmol) of trifluoroacetic acid were added to 500 mg (2.82 mmol) of the compound from Example 8A in 20 ml of dichloromethane. The reaction mixture was stirred at RT for 30 min, the solvent was removed in vacuo, and the crude product was then purified by preparative HPLC (mobile phase: acetonitrile/water gradient) and subsequent flash chromatography on silica gel (mobile phase: dichloromethane). 632 mg (62% 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-045a872f51894261811272af4c960035 |
| Source note | uspto-grants-2011_11 |