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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088974Generated: 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/2088974

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 numberUS08436012B2
Source datasetuspto-grants-2013_05
ORD IDord-4b71473d42b04c8d9bbb88eff4383534
Source noteuspto-grants-2013_05