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ChemicalBook CAS DataBase List 2,4-dimethoxy-6-methylnicotinonitrile
1450662-05-1

2,4-dimethoxy-6-methylnicotinonitrile synthesis

5synthesis methods
38367-36-1 Synthesis
2,4-dichloro-6-Methylnicotinonitrile

38367-36-1
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2,4-dimethoxy-6-methylnicotinonitrile

1450662-05-1
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Yield: 95%

Reaction Conditions:

in methanol for 4 h;Reflux;

Steps:

14.4 Step 4: 2, -dimethoxy-6-methylnicotinonitrile
2,4-dichloro-6-methylnicotinonitrile (45 g, 240 mmol) was dissolved in CH3OH (300 mL). NaOMe (30 % in MeOH, 100 mL, 1680 mmol) was added. The mixture was refluxed for 4 h. After cooled to r.t, the reaction mixture was neutralized by HOAc. The solvent was removed under vacuum and the residue was washed with H20 (300 mL) and MTBE (100 mL). The resulting solid was coevaporated with dry THF (300 mL) to give the title compound as a dark- yellow solid. (40 g, yield 95 %).

References:

CONSTELLATION PHARMACEUTICALS, INC.;ALBRECHT, Brian, K.;AUDIA, James, Edmund;COOK, Andrew;COTE, Alexandre;DAKIN, Les, A.;GEHLING, Victor, S.;HARMANGE, Jean-Christophe;NASVESCHUK, Christopher, G.;VASWANI, Rishi, G. WO2014/151142, 2014, A1 Location in patent:Paragraph 00149