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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754495Generated: October 28, 2026

Triethylsilane → methyl 2-(6-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetate

https://huagongshe.com/reaction/1754495

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylsilaneHCID 12052—
Reactant(6-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-oxo-acetic acid methyl esterHCID 73013622—
SolventTrifluoroacetic acidHCID 6422—
Productmethyl 2-(6-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetateHCID 73013621—

Reaction Conditions

Temperature-10 °C

Reaction Steps

To a solution of triethylsilane (0.343 ml, 2.15 mmol) in TFA (2 ml) cooled to −10° C. is added portionwise (6-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-oxo-acetic acid methyl ester (0.155 g, 0.61 mmol). The reaction mixture is stirred at −10° C. for 1 hour and the solvent is removed in vacuo. The residue is washed with saturated sodium hydrogen carbonate solution and this aqueous portion is extracted with DCM (3×10 ml). The organics are combined, dried (Na2SO4) and concentrated in vacuo and the resulting crude is purified by chromatography on silica eluting with methanol/DCM (0-0.5% methanol) to yield the titled product as an off-white powder. (MH+239).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169251B2
Source datasetuspto-grants-2015_10
ORD IDord-0e233d45b87640348cd00f889f87d871
Source noteuspto-grants-2015_10