HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → [4-(4-acetylphenyl)cyclohexyl]-N-[1-(3,4-dichlorobenzyl)piperidin-4-yl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-(3,4-Dichlorobenzyl)piperidin-4-ylamine dihydrochloride | HCID 21937129 | — |
| Reactant | [4-(4-Acetylphenyl)cyclohexyl]acetic acid | HCID 21937133 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | [4-(4-acetylphenyl)cyclohexyl]-N-[1-(3,4-dichlorobenzyl)piperidin-4-yl]acetamide | HCID 10164010 | 58.3% |
Reaction Steps
[4-(4-Acetylphenyl)cyclohexyl]acetic acid (2.0 g) and 4-amino-1-(3,4-dichlorobenzyl)piperidine dihydrochloride (2.5 g) were suspended in DMF (50 mL), and triethylamine (2.1 mL), EDC hydrochloride (1.6 g) and HOBt (1.3 g) were added to the suspension. The suspension was stirred for 12 hrs. The reaction mixture was washed with water and then saturated brine and dried, and the solvent was evaporated under reduced pressure. Diisopropyl ether was added to the residue to crystallize to give the title compound (2.2 g) as a white solid. melting point: 168° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115635B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-ae6b8131ccb84213b3e54f4ece794fa5 |
| Source note | uspto-grants-2006_10 |