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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 884703Generated: October 31, 2026

Dimethylformamide → 5-Methoxypyridine-2-carbonitrile

https://huagongshe.com/reaction/884703

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

2-Cyano-5-hydroxy pyridine (200 mg, 1.66 mmol), DMF (10 mL) and K2CO3 (253 mg, 1.83 mmol), and MeI (354 mg, 2.49 mmol) were combined at rt and the reaction mixture was stirred for 24 h at rt. The reaction mixture was poured into water and extracted with EtOAc. The organic layer was separated, washed with water, dried and concentrated to give 2-cyano-5-methoxy pyridine (175 mg, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242130B2
Source datasetuspto-grants-2012_08
ORD IDord-ec94e077f7d5473e8837e20a118c1ece
Source noteuspto-grants-2012_08