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ChemicalBook CAS DataBase List 5-METHOXYPYRAZINECARBOXYLIC ACID METHYL ESTER
38789-75-2

5-METHOXYPYRAZINECARBOXYLIC ACID METHYL ESTER synthesis

8synthesis methods
-

Yield: 79%

Reaction Conditions:

with sodium methylate at 90; for 0.25 h;Inert atmosphere;

Steps:

20.1 Step 1, Method 20: Methyl 5-methoxypyrazine-2-carboxylate
j0202j To methyl 5-chlcropyrazine-2-carboxylate (2.00 g, 11.6 mmol) under nitrogen, was added a 0.5 M solution of sodium methoxide in methanol (27.8 mL, 13.9 mmol). The mixture was refluxed at 90 °C for 15 minutes. Water (80 mL) was added and the mixture extracted with ethyl acetate (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated to give the title compound 1.68 g (79% yield) as a white pcwder. 6NMR (500 MHz, chloroform) 8.88 (d, J 1.2 Hz, lH), 8.28 (d, J 1.2 Hz, 1H), 4.05 (s, 3H), 4.00 (s, 3H). Tr(METCR1278) = 1.23 mm, (ES) (M+H) 169.

References:

CHDI FOUNDATION, INC.;DOMINGUEZ, Celia;WITYAK, John;BARD, Jonathan;KISELYOV, Alex;BROWN, Christopher, John;GALAN, Sebastien, Rene Gabriel;PRIME, Michael, Edward;GILES, Paul, Richard;GADOULEAU, Elise, Luciennen Paulette;KRÜLLE, Thomas, Martin;CLARK-FREW, Daniel;JOHNSON, Peter, David;SCHAERTL, Sabine;HERRMANN, Frank;GRIMM, Steffen, Kaspar;KAHMANN, Jan, Dirk;SCHEICH, Christoph;COE, Samuel;HAYES, Sarah WO2016/33445, 2016, A1 Location in patent:Paragraph 0202

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