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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471430Generated: October 30, 2026

2-Fluoropyridine → methyl 1-(pyridin-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate

https://huagongshe.com/reaction/1471430

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-FluoropyridineHCID 9746—
ReactantSodium hydrideHCID 24758—
Reactantmethyl 1H-pyrrolo[2,3-b]pyridine-3-carboxylateHCID 21110084—
SolventDimethylformamideHCID 6228—
Productmethyl 1-(pyridin-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylateHCID 21110085—

Reaction Conditions

Temperature100 °C

Reaction Steps

Sodium hydride (22.70 mg, 0.568 mmol, 60% suspension in mineral oil) was added to a solution of methyl 1H-pyrrolo[2,3-b]pyridine-3-carboxylate (100 mg, 0.568 mmol) in DMF (1419 μl) at RT. After 10 min, 2-fluoropyridine (48.8 μl, 0.568 mmol) was added to the mixture and the mixture was heated at 100° C. for 14 h. After being cooled to RT, the reaction mixture was directly purified by HPLC followed by neutralization (aq. NaHCO3) to afford the title compound as a colorless film.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012447B2
Source datasetuspto-grants-2015_04
ORD IDord-d43677436ef149f5af980719d139b76c
Source noteuspto-grants-2015_04