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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036627Generated: October 30, 2026

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

https://huagongshe.com/reaction/1036627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylsilaneHCID 12052—
ReactantMethyl 7-azaindole-3-glyoxylateHCID 6028556—
SolventTrifluoroacetic acidHCID 6422—
ProductMethyl 2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetateHCID 2506732575.2%

Reaction Steps

To a mixture of triethylsilane (9.95 g, 85.78 mmol) in TFA (25 mL) was added portionwise methyl oxo(1H-pyrrolo[2,3-b]pyridin-3-yl)acetate (5.0 g, 24.48 mmol). After a period of 18 h at 50° C., the solvent was evaporated and saturated NaHCO3 was added followed by DCM. The organic phase was separated, dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by combiflash with 10% ethyl acetate in hexane to 100% ethyl acetate to provide 3.5 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546422B2
Source datasetuspto-grants-2013_10
ORD IDord-47bde9a8ad6748d9986c78ccbceaf641
Source noteuspto-grants-2013_10