HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Vinylpyridine → 9-[(4-fluorophenyl)methyl]-N-[1-[2-(2-pyridinyl)ethyl]-4-piperidinyl]-9H-purin-8-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Vinylpyridine | HCID 7521 | — |
| Reactant | 9-[(4-fluorophenyl)methyl]-N-(4-piperidinyl)-9H-purin-8-amine | HCID 19785343 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 9-[(4-fluorophenyl)methyl]-N-[1-[2-(2-pyridinyl)ethyl]-4-piperidinyl]-9H-purin-8-amine | HCID 19785316 | 15% |
Reaction Steps
A mixture of 1.93 parts of 2-ethenylpyridine, 5 parts of 9-[(4-fluorophenyl)methyl]-N-(4-piperidinyl)-9H-purin-8-amine and 80 parts of 1-butanol was stirred and refluxed overnight. The reaction mixture was evaporated. The residue was purified by column chromatography over silica gel using first a mixture of trichloromethane and methanol (95:5 by volume) and then a mixture of trichloromethane and methanol, saturated with ammonia (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from acetonitrile, yielding 1 part (15%) of 9-[(4-fluorophenyl)methyl]-N-[1-[2-(2-pyridinyl)ethyl]-4-piperidinyl]-9H-purin-8-amine; mp. 172.3° C. (compound 141).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05258380 |
| Source dataset | uspto-grants-1993_11 |
| ORD ID | ord-ccdd89b5515d4a498840c794f604ab87 |
| Source note | uspto-grants-1993_11 |