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methyl 4-amino-6-methoxypyridine-2-carboxylate synthesis

2synthesis methods
201230-82-2 Synthesis
carbon monoxide

201230-82-2
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methyl 4-amino-6-methoxypyridine-2-carboxylate

1443759-42-9
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Yield:1443759-42-9 34%

Reaction Conditions:

with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;triethylamine at 100; for 6 h;

Steps:

35.2; 36.2 35.2: 4-Amino-6-methoxy-pyridine-2-carboxylic acid methyl ester

35.2: 4-Amino-6-methoxy-pyridine-2-carboxylic acid methyl ester A mixture of 3.10 g (19.5 mmol) 2-chloro-6-methoxy-pyridin-4-ylamine, 410 mg (0.550 mmol) 1 , -bis(diphenylphosphino)ferrocenedichloropalladium(II) and 5.62 mL (40.0 mmol) TEA in 60 mL MeOH was stirred at 100 °C for 6 h under carbon monoxide atmosphere. The solvent was evaporated. The resulting residue was purified by flash chromatography (PE/EtOAc = 3/1). yield: 1.20 g (34 %); ESI-MS: m/z = 183 (M+H)+; Rt(HPLC): 0.40 min (method 5)

References:

WO2013/87805,2013,A1 Location in patent:Page/Page column 74; 76