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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626009Generated: October 31, 2026

2-(Methylamino)ethanol → 2-[(5-Bromo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)(methyl)amino]ethanol

https://huagongshe.com/reaction/1626009

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Methylamino)ethanolHCID 8016—
Reactant5-Bromo-4-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo(2,3-b)pyridineHCID 57537666—
Product2-[(5-Bromo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)(methyl)amino]ethanolHCID 67078591—

Reaction Conditions

Temperature145 °C

Reaction Steps

2-(Methylamino)ethanol (1.5 ml) was added to 5-bromo-4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine obtained by the method described in WO 2008/150914 (700 mg), and the mixture was heated under reflux at 145° C. for 18 hours. The reaction solution was cooled to room temperature and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (developed with ethyl acetate-hexane) to give the title compound (472 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785438B2
Source datasetuspto-grants-2014_07
ORD IDord-0d41178b1d0a4ccb8d956106a37a5c52
Source noteuspto-grants-2014_07