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ChemicalBook CAS DataBase List 4,6-Dimethoxypyrimidine
5270-94-0

4,6-Dimethoxypyrimidine synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

in methanol at 20 - 65; for 24.08 h;

Steps:

A

Preparation of Intermediate 4-chloro-6-(4-chlorophenyl)-5-(pyridin-4-yl)pyrimidine; A. Preparation of 4,6-dimethoxypyrimidine; To a suspension of 4,6-dichloropyrimidine (6.5 g, 43.9 mmol) in methanol (30 mL) at room temperature under argon was added NaOMe (7.1 g, 132 mmol) over 5 min. The resulting suspension was heated at 65° C. under argon for 24 h. Analysis by HPLC/MS indicated that the reaction was complete. Most of the solvent was removed under reduced pressure, then 1 M aqueous HCl (50 mL) and CH2Cl2 (50 mL) were added to the residue. The layers were separated and the organic phase was washed with saturated aqueous NaCl (30 mL), then dried (Na2SO4), filtered and evaporated. The crude product was purified by silica gel column chromatography eluted with ethyl acetate-hexanes to obtain the title compound (5.76 g) as a low melting solid. See also Synthesis 1998, page 36.

References:

US2006/287341,2006,A1 Location in patent:Page/Page column 41

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