HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine → tert-butyl 3-(pyridin-4-yl)-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Tert-butyl 3-isonicotinoyl-4-oxopiperidine-1-carboxylate | HCID 66800689 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-butyl 3-(pyridin-4-yl)-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate | HCID 68065985 | 95.9% |
Reaction Steps
To a mixture of tert-butyl 3-isonicotinoyl-4-oxopiperidine-1-carboxylate (7.4 g, 24.3 mmol) and TEA (10.15 ml) in ethanol was added hydrazine (3.65 ml, 73 mmol). The reaction mixture was stirred at room temperature for overnight. The solvent was removed under vacuum and DCM (50 ml) was added, followed by water (50 ml). The organic layer was collected, washed with brine and dried over sodium sulfate. Removal of solvent gave the desired product (7 g). LC-MS found 301.2 (M+H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242981B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-4a84de6f8c264080814eaa64ff3f5553 |
| Source note | uspto-grants-2016_01 |