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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57978Generated: October 29, 2026

Diisopropylethylamine → 2-[(6-Chloropyrazolo[4,3-c]pyridin-1-yl)methoxy]ethyl-trimethyl-silane

https://huagongshe.com/reaction/57978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
Reactant6-Chloro-1H-pyrazolo(4,3-c)pyridineHCID 56932109—
SolventDichloromethaneHCID 6344—
Product2-[(6-Chloropyrazolo[4,3-c]pyridin-1-yl)methoxy]ethyl-trimethyl-silaneHCID 8670703093%

Reaction Conditions

Temperature30 °C

Reaction Steps

To a solution of 6-chloro-1H-pyrazolo[4,3-c]pyridine (2.00 g, 13.1 mmol) and DIPEA (3 mL) in DCM (10 mL) was added SEMCl (3 mL). The mixture was stirred at 30° C. for 20 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography using EtOAc/Petroleum Ether (10%˜60%) as eluting solvents to afford 6-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[4,3-c]pyridine as colorless oil (3.44 g, 93%). MS (ESI) m/z: 284 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434725B2
Source datasetuspto-grants-2016_09
ORD IDord-068c61179eb841218dd995ff96c532a2
Source noteuspto-grants-2016_09