HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(1H-pyrrolo(2,3-b)pyridin-3-yl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl 4-(1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate | HCID 49758876 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(1H-pyrrolo(2,3-b)pyridin-3-yl)piperidine | HCID 5529477 | 88.8% |
Reaction Steps
TFA (5.0 mL, 3.58 mmol) was added in one portion at ambient temperature to a stirred suspension of tert-butyl 4-(1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate (1.08 g, 3.58 mmol) in DCM (8 mL). The resulting solution was stirred for 30 minutes then applied to an SCX column and eluted with MeOH followed by 2M ammonia in methanol. Pure fractions were combined and concentrated by evaporation, then triturated with ether to give a solid which was collected by filtration and air-dried to give 3-(piperidin-4-yl)-1H-pyrrolo[2,3-b]pyridine (0.64 g, 88%) as a colourless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003649B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-71808ac4b5cc47f3828d77462eebf6ca |
| Source note | uspto-grants-2011_08 |