HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-Cyanobenzyl)imidazole-5-carboxylic acid → 4-{5-[4-Hydroxymethyl-4-(2-methylbenzyl)piperidine-1-carbonyl]imidazol-1-ylmethyl}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-Cyanobenzyl)imidazole-5-carboxylic acid | HCID 15885185 | — |
| Reactant | 4-(3-Methylbenzyl)-4-hydroxymethylpiperidine hydrochloride salt | HCID 21193401 | — |
| Reactant | 4-(2-Methylbenzyl)-4-hydroxymethylpiperidine hydrochloride salt | HCID 21193453 | — |
| Product | 4-{5-[4-Hydroxymethyl-4-(2-methylbenzyl)piperidine-1-carbonyl]imidazol-1-ylmethyl}benzonitrile | HCID 21193369 | — |
Reaction Steps
The title compound was prepared as white solid according to the procedure described in Example 38, Step A-B substituting 1-(4-cyanobenzyl)imidazole-5-acetic acid·lithium chloride with 1-(4-cyanobenzyl)imidazole-5-carboxylic acid and 4-(3-methylbenzyl)-4-hydroxymethylpiperidine hydrochloride salt with 4-(2-methylbenzyl)-4-hydroxymethylpiperidine hydrochloride salt (Example 35) in Step B. The crude product was purified with column chromatography on silica gel eluting with 2-5% methanol in chloroform.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05891889 |
| Source dataset | uspto-grants-1999_04 |
| ORD ID | ord-84f92430ee0e4f0abc0578d73cbf6bf6 |
| Source note | uspto-grants-1999_04 |