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1002129-56-7

2(1H)-Quinoxalinone, 5-amino- synthesis

2synthesis methods
-

Yield:1600511-89-4 167 mg

Reaction Conditions:

with triethylamine;6-bromonicotinaldehyde in hexane;dichloromethane;acetonitrile at 0 - 20; for 3 h;

Steps:

17 Synthesis of 2-Methoxyquinoxalin-5-amine

To a suspension of 5-aminoquinoxalin-2(1H)-one (440 mg, 2.73 mmol) in methanol (1 mL), DCM (8 mL) and acetonitrile (8 mL), at 0° C., was added TEA (1.14 mL, 8.19 mmol), followed by (trimethylsilyl)diazomethane (2 mL, 4.10 mmol; 2.0M in hexanes). The reaction mixture was allowed to warm to RT and stirred for additional 3 hours. The suspension was filtered, and the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with 10%-50% ethyl acetate in hexane, to provide the title compound (167 mg, 0.953 mmol) as a light-yellow powder. LC/MS (ESI+) m/z=176 (M+H)

References:

US2014/213581,2014,A1 Location in patent:Paragraph 0648; 0649