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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469297Generated: October 26, 2026

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

https://huagongshe.com/reaction/469297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-(6-chloropyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-oneHCID 58181206—
SolventDimethylformamideHCID 6228—
Product6-(6-chloropyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-oneHCID 58181162—

Reaction Steps

0.35 g (8.0 mmol) sodium hydride (55%, suspension in mineral oil) were added to 2.2 g (7.6 mmol) of 6-(6-chloropyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one in 10 mL N,N′-dimethylformamide. The reaction mixture was stirred for 30 min at RT. Then 0.95 mL (15.0 mmol) iodomethane were added and the mixture was stirred for 1 h at RT. The reaction mixture was combined with ice water, the aqueous phase was extracted several times with EtOAc. The combined organic phases were dried on sodium sulphate, filtered and concentrated to dryness by rotary evaporation. The residue was triturated with diethyl ether, suction filtered and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629137B2
Source datasetuspto-grants-2014_01
ORD IDord-3356c125830d411c8dd00e039d488881
Source noteuspto-grants-2014_01