HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 7-Amino-5-phenyl-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Malononitrile, benzylidene- | HCID 17608 | — |
| Reactant | 2-(1H-Pyrazol-3-yl)acetonitrile | HCID 178510848 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 7-Amino-5-phenyl-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrile | HCID 59263792 | 14.3% |
Reaction Steps
To a stirred solution of (1H-Pyrazol-3-yl)-acetonitrile (100 mg, 0.93 mM) in absolute EtOH (4.7 mL) at 25° C. was added benzylidene malononitrile (144 mg, 0.93 mM) and piperidine (0.009 mL, 0.09 mM). The mixture then refluxed for 1.0 hr. The solvent evaporated. Chromatography done on silica gel (60×2.5 cm) with CH2Cl2 afforded 7-Amino-5-phenyl-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrile (34.6 mg, 14%) LCMS: MH+=260; HRMS: m/z 260.0938 (MH+), Calcd. C15H9N5: m/z 260.0936; δC (DMSO) CH: 99.0, 128.5, 128.5, 128.8, 128.8, 129.8, 145.4; C: 75.4, 86.9, 115.5, 116.0, 134.8, 138.9, 148.1, 149.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700773B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-ef21a8f690a14c03a4fe82d6f8aec559 |
| Source note | uspto-grants-2010_04 |