HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-((2-Aminoethyl)thio)ethanol → 2-Chloro-5-[[2-(2-hydroxyethylthio)ethylamino]methyl]-N-(tricyclo[3.3.1.13,7] dec-1-ylmethyl)-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-((2-Aminoethyl)thio)ethanol | HCID 90457 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2-Chloro-5-formyl-N-(tricyclo [3.3.1.13,7]dec-1-ylmethyl)-benzamide | HCID 12085346 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 2-Chloro-5-[[2-(2-hydroxyethylthio)ethylamino]methyl]-N-(tricyclo[3.3.1.13,7] dec-1-ylmethyl)-benzamide | HCID 10225041 | 50.9% |
Reaction Steps
Prepared according to the method described in Example 2 from 2-chloro-5-formyl-N-(tricyclo [3.3.1.13,7]dec-1-ylmethyl)-benzamide (0.800 g, Example 1b), 2-(2-aminoethylthio)ethanol (0.584 g) and sodium triacetoxyborohydride (0.715 g) in 1,2-dichloroethane (15 ml). After work-up, the residue was purified by NPHPLC eluting with a gradient of 0–10% ethanol in dichloromethane to give the title compound as a white powder (0.536 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07132457B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-9fdbc152e59e44ca8bf25ba883ec99a3 |
| Source note | uspto-grants-2006_11 |