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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 431848Generated: October 30, 2026

Water → HCID 21942481, compound

https://huagongshe.com/reaction/431848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178469316HCID 178469316—
SolventDimethylformamideHCID 6228—
ProductHCID 21942481HCID 2194248197.9%

Reaction Steps

To a suspension of 60% sodium hydride (0.351 g, 8.77 mmol) in dimethylformamide(7.5 mL), a solution of diethyl 4-hydroxy-2,6-pyridinedicarboxylate (1.4 g, 5.85 mmol) in dimethylformamide (9 mL) was added dropwise under argon at room temperature and the reaction mixture was stirred for 5 minutes. Iodomethane (1.245 g, 8.77 mmol) was added and the reaction was stirred at room temperature for 20 hours. The mixture was poured into water and extracted with dichloromethane. The dichloromethane layer was dried, concentrated to give 1.45 g (97.8%) diethyl 4-methoxy-2,6-pyridinedicarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660753B2
Source datasetuspto-grants-2003_12
ORD IDord-5889ae2ebb8c40efa93fbb0f0eaea204
Source noteuspto-grants-2003_12