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2-Pyridinecarboxylic acid, 5-amino-3-methoxy-, ethyl ester synthesis

4synthesis methods
75711-01-2 Synthesis
3-AMINO-6-CHLORO-5-METHOXY PYRIDINE

75711-01-2
58 suppliers
$41.00/100mg

201230-82-2 Synthesis
carbon monoxide

201230-82-2
1 suppliers
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2-Pyridinecarboxylic acid, 5-amino-3-methoxy-, ethyl ester

872355-72-1
12 suppliers
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Yield:-

Reaction Conditions:

with triethylamine;palladium diacetate;1,3-bis-(diphenylphosphino)propane at 60; for 18.1667 h;

Steps:

13.D

The 2-chloro-3-methoxy-5-aminopyridine (1.83 g, 11.58 mmol) was dissolved in EtOH (50 mL) and palladium acetate (2.0 g, 9.0 mmol), l,3-bis(diphenylphosphino)propane (3.5 g, 5.3 mmol), triethylamine (8.4 g, 83.38 mmol) were added sequentially and a stream of carbon monoxide was bubbled through the solution for 10 min. A balloon filled with CO was attached to the reaction flask and the mixture was stirred at 60 0C for 18 h. The mixture was cooled and diluted with ethyl acetate, filtered through a pad of Celite and evaporated. Purification using silica gel chromatography using hexane/ethyl acetate mixture provided 310 mg of product.

References:

WO2006/112828,2006,A1 Location in patent:Page/Page column 91