HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (1-(2-Aminoethyl)-1H-indol-5-yl)(4-(4-chlorophenoxy)piperidin-1-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl (2-(5-(4-(4-chlorophenoxy)piperidine-1-carbonyl)-1H-indol-1-yl)ethyl)carbamate | HCID 86670543 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1-(2-Aminoethyl)-1H-indol-5-yl)(4-(4-chlorophenoxy)piperidin-1-yl)methanone | HCID 67168198 | 90.7% |
Reaction Steps
A mixture of tert-butyl (2-(5-(4-(4-chlorophenoxy)piperidine-1-carbonyl)-1H-indol-1-yl)ethyl)carbamate (112 mg, 0.23 mmol, Step-1), trifluoroacetic acid (1.5 mL), and dichloromethane (1.5 mL) was stirred at room temperature for 1 hour. After concentration in vacuo, the residue was purified by a strong cation exchange cartridge (BondElute(registered trademark) SCX) to give 83 mg (83% yield) of the title compound as yellow oil. 13 mg of this material was further purified by preparative LC-MS to give 6.6 mg (51% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051296B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-f561978c1a694e96bb0f52ae68eecc85 |
| Source note | uspto-grants-2015_06 |