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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712010Generated: October 28, 2026

2-Chloro-1,1,1-triethoxyethane → 1-[(2S)-Bicyclo[2.2.1]hept-2-yl]-2-(chloromethyl)-1H-imidazo[4,5-d]thieno[3,2-b]pyridine

https://huagongshe.com/reaction/712010

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-1,1,1-triethoxyethaneHCID 305922—
ReactantN7-[(2S)-Bicyclo[2.2.1]hept-2-yl]thieno[3,2-b]pyridine-6,7-diamineHCID 86717468—
SolventAcetic AcidHCID 176—
Product1-[(2S)-Bicyclo[2.2.1]hept-2-yl]-2-(chloromethyl)-1H-imidazo[4,5-d]thieno[3,2-b]pyridineHCID 86717469—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of N7-[(2S)-bicyclo[2.2.1]hept-2-yl]thieno[3,2-b]pyridine-6,7-diamine (0.060 g, 0.23 mmol) and 2-chloro-1,1,1-triethoxyethane (0.134 mL, 0.700 mmol) in acetic acid (0.2 mL) was stirred at 120° C. for 30 min. The solvent was removed and the resultant residue was dissolved in dichloromethane and purified on silica gel (eluting with 0-5% MeOH in dichloromethane) to give the desired product. LCMS calculated for C16H17ClN3S (M+H)+: m/z=318.1. Found: 318.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181271B2
Source datasetuspto-grants-2015_11
ORD IDord-aa9381768a3f410daa003bbfd89acadf
Source noteuspto-grants-2015_11