HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-((5-(Chloromethyl)-1H-imidazol-1-yl)methyl)benzonitrile hydrochloride → Ethyl 1-[3-(4-cyanobenzyl)-2-methyl-3H-imidazol-4-ylmethyl]-4-[3-(methanesulfonylaminomethyl)-benzyl]piperidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-((5-(Chloromethyl)-1H-imidazol-1-yl)methyl)benzonitrile hydrochloride | HCID 9795357 | — |
| Reactant | Ethyl 4-[3-(methanesulfonylamino-methyl)benzyl]piperidine-4-carboxylate hydrochloride salt | HCID 21193259 | — |
| Reactant | 1-(4-Cyanobenzyl)-5-chloromethyl-2-methylimidazole hydrochloride salt | HCID 21193348 | — |
| Product | Ethyl 1-[3-(4-cyanobenzyl)-2-methyl-3H-imidazol-4-ylmethyl]-4-[3-(methanesulfonylaminomethyl)-benzyl]piperidine-4-carboxylate | HCID 21193334 | — |
Reaction Steps
The title compound was prepared using the protocol described in Example 61, Step C substituting methyl 4-(3-methylbenzyl)piperidine-4-carboxylate hydrochloride salt with ethyl 4-[3-(methanesulfonylamino-methyl)benzyl]piperidine-4-carboxylate hydrochloride salt, and 1-(4-cyanobenzyl)-5-chloromethylimidazole hydrochloride salt with 1-(4-cyanobenzyl)-5-chloromethyl-2-methylimidazole hydrochloride salt (Example 53, Step B). After column chromatography on silica gel, the free base obtained was triturated with anhydrous diethyl ether. The white solid precipitated was filtered, and residual solvent was removed under vacuum overnight to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248756B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-5bef9783cac04f11a92f75df1646f015 |
| Source note | uspto-grants-2001_06 |