HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43830Generated: October 26, 2026
Triethylamine → HCID 178468851, compound
https://huagongshe.com/reaction/43830
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid | HCID 67548929 | — |
| Reactant | HCID 178468849 | HCID 178468849 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Trifluoroacetic acid water | HCID 22392675 | — |
| Solvent | dichloromethane N,N-dimethylacetamide | HCID 85741463 | — |
| Product | HCID 178468851 | HCID 178468851 | 53.8% |
Reaction Steps
Ethyl cis-3-(4-aminocyclohexyl)benzoate obtained in Example (194a) (57 mg, 0.23 mmol) was dissolved in a mixed solution of N,N-dimethylacetamide/dichloromethane=1/1 (10 mL). 4-Chloro-5-ethyl-1H-imidazole-2-carboxylic acid (described in Example 1d, 60 mg, 0.345 mmol), 1-hydroxybenzotriazole (64 mg, 0.472 mmol), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (90 mg, 0.472 mmol) and triethylamine (66 μL, 0.472 mmol) were added, and the mixture was stirred at room temperature overnight. The reaction solution was diluted with ethyl acetate, washed with brine, and then dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=1/1) to obtain 50 mg of the title compound as a white solid (53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08536197B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-8327fd25d7794c4cbda1eeea5b81e9c5 |
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| Source note | uspto-grants-2013_09 |
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