HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-[1-Cyclopropyl-1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 7-[(Methylsulfanyl)methyl]-1H-indole | HCID 58392187 | — |
| Reactant | alpha-Cyclopropyl-2,3-dihydro-alpha-methyl-1,4-benZodioxin-6-methanol | HCID 58392439 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[1-Cyclopropyl-1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethyl]-7-[(methylsulfanyl)methyl]-1H-indole | HCID 44595385 | — |
Reaction Steps
400 mg (1.82 mmol) of the compound from Example 142A and 0.17 ml (2.18 mmol) of trifluoroacetic acid were added to 322 mg (1.82 mmol) of the compound from Example 8A in 3 ml of dichloromethane. The reaction mixture was stirred at RT for 30 min, and the crude product was then purified twice by preparative HPLC (mobile phase: acetonitrile/water gradient) and by recrystallization from acetonitrile. 184 mg (27% 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-909aea943d0c46ecbdb73445f790f4d0 |
| Source note | uspto-grants-2011_11 |