HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59564624, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | (1H-Pyrrolo[2,3-b]pyridin-1-yl)acetic acid | HCID 22139374 | — |
| Reactant | 1-[2-Bromo-4-(trifluoromethyl)phenyl]piperazine | HCID 59564491 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59564624 | HCID 59564624 | 79% |
Reaction Steps
1-(2-Bromo-4-trifluoromethyl-phenyl)-piperazine (225 mg, 0.73 mmol), pyrrolo[2,3-b]pyridin-1-yl-acetic acid (154 mg, 0.87 mmol), TBTU (304 mg, 0.95 mmol) and triethylamine (304 μl, 2.18 mmol) are combined in dichloromethane (3 mL). The resulting reaction is allowed to stir at ambient temperature for 2 h. Water is added and the mixture is extracted with EtOAc. The organic layer is washed with water, brine, dried (Na2SO4) and concentrated. The crude product is purified using biotage chromatography eluting with 0-50% EtOAc/hexane. Removal of the solvent provides 1-[4-(2-bromo-4-trifluoromethyl-phenyl)-piperazin-1-yl]-2-pyrrolo[2,3-b]pyridin-1-yl-ethanone as a colorless foam (268 mg, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450317B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-957a2c0af2d342ac8445f7d91e9ff6b9 |
| Source note | uspto-grants-2013_05 |