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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469330Generated: October 29, 2026

Methyl iodide → 6-(2-chloro-6-methoxy-pyridine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-one

https://huagongshe.com/reaction/469330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-(2-chloro-6-methoxy-pyridine-4-carbonyl)-4-methyl-3H-benzoxazol-2-oneHCID 58181158—
SolventDimethylformamideHCID 6228—
Product6-(2-chloro-6-methoxy-pyridine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-oneHCID 58181167—

Reaction Steps

Under a nitrogen atmosphere 0.13 g (2.9 mmol) sodium hydride (55%, suspension in mineral oil) were added 0.90 g (2.8 mmol) 6-(2-chloro-6-methoxy-pyridine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one in 10 mL DMF at RT. The reaction mixture was stirred for 30 min at RT. Then 0.18 mL (5.0 mmol) iodomethane in 1 mL DMF were added dropwise and the mixture was stirred overnight at RT. The reaction mixture was poured onto water and the precipitate formed was suction filtered and washed with water. The residue was extracted with diethyl ether, suction filtered and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629137B2
Source datasetuspto-grants-2014_01
ORD IDord-9d24e9c8bdd5440c84e00be90e7268c6
Source noteuspto-grants-2014_01