HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 5-(3-fluorophenyl)-4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridine dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl 4-(5-(3-fluorophenyl)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate | HCID 68758144 | — |
| Product | 5-(3-fluorophenyl)-4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridine dihydrochloride | HCID 68756984 | 94% |
Reaction Steps
TFA (1 mL) was added to tert-butyl 4-(5-(3-fluorophenyl)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate (0.25 g, 0.483 mmol) in DCM (5 mL) and stirred at room temperature for 2 hours. The reaction was then concentrated to dryness and dried under vacuum for 3 hours. TFA (1.86 mL, 24.2 mmol) was then added, and the mixture was heated to 65° C. for 3 hours. The reaction was then concentrated to dryness. The resulting residue was dissolved in DCM (2 mL), and HCl in ether (2 mL, 2M) and ether (5 mL) were added. The resulting solid was collected by filtration to give 5-(3-fluorophenyl)-4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridine dihydrochloride (0.17 g, 94%). MS ESI (+) m/z 298.1 detected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372842B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-ba323c8770e245a1af6e7f57cdb98daa |
| Source note | uspto-grants-2013_02 |