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ChemicalBook CAS DataBase List Pyrimidine, 5-chloro-4-methyl-

Pyrimidine, 5-chloro-4-methyl- synthesis

3synthesis methods
Pyrimidine, 5-chloro-4,5-dihydro-4-methyl-

1449706-97-1
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Yield:-

Reaction Conditions:

with 2,3-dicyano-5,6-dichloro-p-benzoquinone in tetrahydrofuran at 0; for 6 h;

Steps:

22.b (b) 5-chloro-4-methylpyrimidine
To a solution of 5-chloro-4-methyl-4,5-dihydropyrimidine (2 g) in THF (30 mL) was added DDQ (1 g) dropwise at 0 °C and the resulting mixture was stirred for 6 hours. After the 5- chloro-4-methyl-4,5-dihydropyrimidine was consumed completely as shown by TLC, water (30 mL) was added and the mixture was extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with brine and dried over anhydrous Na2S04. After filtration and concentration, the crude product was purified by column chromatography to give the title compound.

References:

SUNOVION PHARMACEUTICALS INC.;CAMPBELL, John, Emmerson;CAMPBELL, Una;HANANIA, Taleen, G.;SHAO, Liming WO2013/119895, 2013, A1 Location in patent:Paragraph 00297

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