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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958214Generated: November 3, 2026

Dimethylformamide → 5-Methoxypyridine-2-carbonitrile

https://huagongshe.com/reaction/1958214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Hydroxypyridine-2-carbonitrileHCID 21413773—
SolventWaterHCID 962—
Product5-Methoxypyridine-2-carbonitrileHCID 1314427978%

Reaction Steps

To a mixture of 2-cyano-5-hydroxy pyridine (200 mg, 1.66 mmol), DMF (10 mL) and K2CO3 (253 mg, 1.83 mmol), was added MeI (354 mg, 2.49 mmol) at room temperature and the reaction mix was stirred for 24 h at room temperature. The reaction mix was poured into water and extracted with ethyl acetate. The organic layer was separated, washed with water, dried and concentrated to give 2-cyano-5-methoxy pyridine (175 mg, 78% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410109B2
Source datasetuspto-grants-2013_04
ORD IDord-3cbbf9f90d6f46cc8e82980c6ceb514b
Source noteuspto-grants-2013_04