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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527075Generated: October 31, 2026

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

https://huagongshe.com/reaction/527075

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 numberUS09345708B2
Source datasetuspto-grants-2016_05
ORD IDord-4bbca466b59c460d99c85447338030e1
Source noteuspto-grants-2016_05