HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412534Generated: October 27, 2026
Triethylamine → 7-[1-(2,6-Dimethylpyridin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester
https://huagongshe.com/reaction/412534
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloro-2,6-dimethylpyridine | HCID 588175 | — |
| Reactant | 7-(4-Ethoxycarbonylpiperidin-4-ylmethoxy)-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester | HCID 11155204 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 7-[1-(2,6-Dimethylpyridin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester | HCID 60064154 | 92.7% |
Reaction Steps
To a solution of 7-(4-ethoxycarbonylpiperidin-4-ylmethoxy)-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester (140 mg) in ethanol (3 ml) were added triethylamine (0.05 ml) and 4-chloro-2,6-dimethylpyridine (Journal of Heterocyclic Chemistry, vol. 27, p. 1841 (1990)) (45 mg) and the mixture was stirred at 150° C. for 25 hours in a sealed tube. After completion of the reaction, the solvent was evaporated and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=4:1) and dried under reduced pressure to give the title compound (160 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06562828B1 |
|---|
| Source dataset | uspto-grants-2003_05 |
|---|
| ORD ID | ord-c211d77b3f2642bfb3e7d5503c8f0607 |
|---|
| Source note | uspto-grants-2003_05 |
|---|