HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (r)-2-Amino-3-(4-chlorophenyl)-1-(4-(5-(3-fluorophenyl)-1h-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tetrafluoro-m-phenylenediamine dihydrochloride | HCID 149026 | — |
| Reactant | (R)-tert-butyl 3-(4-chlorophenyl)-1-(4-(5-(3-fluorophenyl)-1H-pyrrolo [2,3-b]pyridin-4-yl)piperazin-1-yl)-1-oxopropan-2-ylcarbamate | HCID 68761478 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (r)-2-Amino-3-(4-chlorophenyl)-1-(4-(5-(3-fluorophenyl)-1h-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propan-1-one | HCID 44198753 | 48.3% |
Reaction Steps
(R)-tert-Butyl 3-(4-chlorophenyl)-1-(4-(5-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)-1-oxopropan-2-ylcarbamate (0.045 g, 0.078 mmol) was placed in DCM (3 mL) at room temperature. TFA (0.3 mL) was then added, and the reaction was stirred at room temperature for 1 hour. The reaction was then concentrated to dryness, dissolved in minimal DCM, and added dropwise to a stirring solution of 1M HCl in ether. The solid product was filtered, washed with ether, and dried to give (R)-2-amino-3-(4-chlorophenyl)-1-(4-(5-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyri din-4-yl)piperazin-1-yl)propan-1-one (0.018 g, 48% yield) as the dihydrochloride salt. MS ESI (+) m/z 478 detected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841304B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-dd46ea0f0fda4dcca578b4f1a3fa2f22 |
| Source note | uspto-grants-2014_09 |