HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 7-Amino-5-(2-chloro-phenyl)-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 2-Chlorobenzylidenemalononitrile | HCID 17604 | — |
| Reactant | 2-(1H-Pyrazol-3-yl)acetonitrile | HCID 178510848 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 7-Amino-5-(2-chloro-phenyl)-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrile | HCID 16660387 | 15% |
Reaction Steps
To a stirred solution of (1H-Pyrazol-3-yl)-acetonitrile (1.56 g, 14.5 mM) from Preparative Example 3 Step C in absolute EtOH (73 mL) at 25° C. was added o-chlorobenzylidene malononitrile (2.74 g, 14.5 mM) and piperidine (0.14 mL, 1.45 mM). The mixture then refluxed for 1.75 hr. The solvent evaporated. Chromatography on silica gel (30×5 cm) with CH2Cl2 afforded 7-Amino-5-(2-chloro-phenyl)-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrile (0.62 g, 15%). HRMS: m/z 293.0472 (M+), Calcd. C15H8N5Cl1: m/z 293.0468; δC (CDCl3) CH: 99.3, 127.6, 129.6, 130.8, 131.6, 145.5; C: 75.7, 86.9, 114.8, 115.1, 131.5, 133.8, 138.4, 145.6, 149.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700773B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-35052661fee945b0bb5927d18e875efb |
| Source note | uspto-grants-2010_04 |