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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1651041Generated: November 1, 2026

Sodium Methoxide → Pyrimidine, 2-(6-bromo-2-pyridinyl)-4-methyl-

https://huagongshe.com/reaction/1651041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant6-BroMopicoliniMidaMide hydrochlorideHCID 23051378—
SolventMethanolHCID 887—
Solvent4,4-Dimethoxy-2-butanoneHCID 228548—
ProductPyrimidine, 2-(6-bromo-2-pyridinyl)-4-methyl-HCID 11021289168.3%

Reaction Steps

To a mixture of 6-bromo-2-picoline amidine hydrochloride (10 g) and methanol (200 ml) were added 28% sodium methoxide solution in methanol (10.6 g) and 1,1-dimethoxy-3-butanone (6.1 g). The mixture was heated under refluxing for an hour, and then concentrated under reduced pressure. Water (100 ml) and ethylacetate (200 ml) were added thereto, and then extracted. After the extract was dried over anhydrous magnesium sulfate, it was concentrated under reduced pressure. The residue was washed with n-hexane to obtain 2-(6-bromo-2-pyridinyl)-4-methylpyrimidine (8.9 g, yield 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04927827
Source datasetuspto-grants-1990_05
ORD IDord-101224141eff419787a9beb4f61385a6
Source noteuspto-grants-1990_05