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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879296Generated: October 27, 2026

Methyl iodide → 6-Bromo-1-methyl-1H-pyrazolo(4,3-b)pyridine

https://huagongshe.com/reaction/879296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant6-Bromo-1H-pyrazolo[4,3-b]pyridineHCID 40152259—
SolventDimethylformamideHCID 6228—
Product6-Bromo-1-methyl-1H-pyrazolo(4,3-b)pyridineHCID 40152261—

Reaction Steps

To a solution of 6-bromo-1H-pyrazolo[4,3-b]pyridine (200 mg, 1.01 mmol) in DMF (5 mL) was added cesium carbonate (494 mg, 1.515 mmol). The reaction solution was stirred at room temperature for 5 minutes, iodomethane (215 mg, 1.515 mmol) was added. The reaction solution was stirred for 2 h and quenched with water. Volatiles were removed and the residue partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4), filtered and concentrated to give crude product which was purified by chromatographic column to afford the desired product 6-bromo-1-methyl-1H-pyrazolo[4,3-b]pyridine. LCMS-ESI+: calc'd for C7H6BrN3: 211.98 (M+H+); Found: 212.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987250B2
Source datasetuspto-grants-2015_03
ORD IDord-ae6a7debd9ff440ab21e22edd6428dfe
Source noteuspto-grants-2015_03