HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Vinylpyridine → 1-[(4-Fluorophenyl)methyl]-N-{1-[2-(pyridin-2-yl)ethyl]piperidin-4-yl}-1H-benzimidazol-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Vinylpyridine | HCID 7521 | — |
| Reactant | Tecastemizole | HCID 123618 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 1-[(4-Fluorophenyl)methyl]-N-{1-[2-(pyridin-2-yl)ethyl]piperidin-4-yl}-1H-benzimidazol-2-amine | HCID 10252056 | 23% |
Reaction Steps
A mixture of 2.1 parts of 2-(ethenyl)pyridine, 3.25 parts of 1-[(4-fluorophenyl)methyl]-N-(4-piperidinyl)-1H-benzimidazol-2-amine and 80 parts of 1-butanol is stirred and refluxed overnight. The reaction mixture is evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (97:3 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from 2,2'-oxybispropane, yielding 1 part (23%) of 1-[(4-fluorophenyl)methyl]-N-{1-[2-(2-pyridinyl)ethyl]-4-piperidinyl}-1H-benzimidazol-2-amine; mp. 133.4° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04219559 |
| Source dataset | uspto-grants-1980_08 |
| ORD ID | ord-3e33f447054f44c89b8837700da7c7cf |
| Source note | uspto-grants-1980_08 |