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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 719627Generated: October 26, 2026

2-((2-Aminoethyl)thio)ethanol → 2-Chloro-5-[[2-(2-hydroxyethylthio)ethylamino]methyl]-N-(tricyclo[3.3.1.13,7] dec-1-ylmethyl)-benzamide

https://huagongshe.com/reaction/719627

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-((2-Aminoethyl)thio)ethanolHCID 90457—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-Chloro-5-formyl-N-(tricyclo [3.3.1.13,7]dec-1-ylmethyl)-benzamideHCID 12085346—
Solvent1,2-DichloroethaneHCID 11—
Product2-Chloro-5-[[2-(2-hydroxyethylthio)ethylamino]methyl]-N-(tricyclo[3.3.1.13,7] dec-1-ylmethyl)-benzamideHCID 1022504150.9%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07132457B2
Source datasetuspto-grants-2006_11
ORD IDord-9fdbc152e59e44ca8bf25ba883ec99a3
Source noteuspto-grants-2006_11