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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75034Generated: October 30, 2026

Methyl iodide → 5-fluoro-4-methoxy-1-tosyl-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/75034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178427346HCID 178427346—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-fluoro-4-methoxy-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 68007883—

Reaction Steps

To a solution of 5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-ol, 68a, (0.70 g, 2.29 mmol) in DMF (25 mL) was added methyliodide (0.14 mL, 2.29 mmol) and K2CO3 (0.32 g, 2.29 mmol). The reaction mixture was stirred for 3 hours at ambient temperature. The reaction was diluted with deionized water and EtOAc. The organic phase was washed with brine, dried over sodium sulfate and concentrated in vacuo to afford 720 mg of the desired product that was used in next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829007B2
Source datasetuspto-grants-2014_09
ORD IDord-aa5cbf5cb993445f972e48bbc6b7a88a
Source noteuspto-grants-2014_09