Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 22494632 | HCID 22494632 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 53796003 | HCID 53796003 | 83.8% |
Reaction Steps
To a solution of 4-[1-[4-(4-propylthiopiperidin-1-yl)phenyl]piperazin-4-yl]benzoic acid (0.98 g), 1-hydroxybenzotriazole (0.39 g) in dichloromethane (20 ml) was added 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (WSCD.HCl) (0.85 g), and the mixture was stirred for 15 minutes. To the solution was added triethylamine (0.31 ml), and the mixture was stirred overnight at ambient temperature. The reaction mixture was poured into a mixture of 0.1N-hydrochloric acid (25 ml) and dichloromethane (60 ml). The organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and evaporated in vacuo. To the resulting precipitates were washed with water and IPE (50 ml), collected by filtration and dried under reduced pressure to give 4-[1-[4-(4-propylthiopiperidin-1-yl)phenyl)piperazin-4-yl]benzoic acid benzotriazol-1-yl ester (1.04 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06884868B1 |
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| Source dataset | uspto-grants-2005_04 |
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| ORD ID | ord-ebbeec7ef2c84edbaed74b40ebb387f5 |
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| Source note | uspto-grants-2005_04 |
|---|