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ChemicalBook CAS DataBase List methyl 6-bromo-5-hydroxypyrazine-2-carboxylate
1017603-85-8

methyl 6-bromo-5-hydroxypyrazine-2-carboxylate synthesis

2synthesis methods
-

Yield:1017603-85-8 195 g

Reaction Conditions:

with N-Bromosuccinimide in N,N-dimethyl-formamide at 0 - 20; for 16 h;

Steps:

1.B STEP B: methyl 6-bromo-5-hydroxypyrazine-2-carboxylate

To a solution of methyl 5-hydroxypyrazine-2-carboxylate (114 g, 739.67 mmol) in DMF (1.1 L) was added NBS (138.23 g, 776.65 mmol) portion-wise at 0°C. The mixture was stirred at 20°C for 16 hours and was then diluted with water (1 L) and extracted with EtOAc (1 L x 6). The combined organic layers were washed with brine (500 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give the title compound as a red gum (195 g, contains 36% DMF).1H NMR (400 MHz, CD3OD) δ ppm 3.89 (s, 3 H), 8.17 (s, 1 H).

References:

WO2021/202775,2021,A1 Location in patent:Paragraph 0182; 0185-0186