HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561626Generated: October 25, 2026
Trifluoroacetic acid → 3-(6-Chloro-1-cyclopropyl-2,3-dihydro-1H-inden-1-yl)-7-[(methylsulfanyl)methyl]-1H-indole
https://huagongshe.com/reaction/561626
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 7-[(Methylsulfanyl)methyl]-1H-indole | HCID 58392187 | — |
| Reactant | 6-chloro-1-cyclopropyl-2,3-dihydro-1H-inden-1-ol | HCID 58392268 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(6-Chloro-1-cyclopropyl-2,3-dihydro-1H-inden-1-yl)-7-[(methylsulfanyl)methyl]-1H-indole | HCID 58392367 | — |
Reaction Steps
0.03 ml (0.40 mmol) of trifluoroacetic acid was added to 70.0 mg (0.34 mmol) of the compound from Example 119A and 65.4 mg (0.37 mmol) of the compound from Example 8A in 1.6 ml of dichloromethane at 0° C., 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 52.4 mg (42% 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-72b05fdea2a448f39462c631b0ccae06 |
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| Source note | uspto-grants-2011_11 |
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