HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561577Generated: October 25, 2026
Trifluoroacetic acid → 3-(1-Cyclopropyl-5-fluoro-2,3-dihydro-1H-inden-1-yl)-5-fluoro-7-[(methylsulfanyl)methyl]-1H-indole
https://huagongshe.com/reaction/561577
Participants
| Role | Name | HCID | Charge |
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| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-Cyclopropyl-5-fluoroindan-1-ol | HCID 53256741 | — |
| Reactant | 5-Fluoro-7-[(methylsulfanyl)methyl]-1H-indole | HCID 58392227 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(1-Cyclopropyl-5-fluoro-2,3-dihydro-1H-inden-1-yl)-5-fluoro-7-[(methylsulfanyl)methyl]-1H-indole | HCID 58392377 | — |
Reaction Steps
633 mg (2.47 mmol) of the compound from Example 76A with a purity of 75% and 530 mg (2.71 mmol) of the compound from Example 11A were introduced into 12 ml of dichloromethane at 0° C., 0.23 ml (2.96 mmol) of trifluoroacetic acid was added, and the mixture was stirred at 0° C. for 4 h. It was diluted with dichloromethane and added to saturated aqueous ammonium chloride solution, the phases were separated, the aqueous phase was extracted with dichloromethane, and the combined organic phases were dried over magnesium 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 570 mg (63% of theory) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063234B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-d30bdbcd611c46f2bdb36e3e3b9ab9d1 |
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| Source note | uspto-grants-2011_11 |
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