5-(2-(Dimethylamino)ethoxy)pyridin-2-amine synthesis

5synthesis methods

Product Name:5-(2-(Dimethylamino)ethoxy)pyridin-2-amine
CAS Number:1249400-92-7
Molecular formula:C9H15N3O
Molecular Weight:181.23

N,N-Dimethyl-2-((6-nitropyridin-3-yl)oxy)ethanamine

1346675-75-9
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5-(2-(Dimethylamino)ethoxy)pyridin-2-amine

1249400-92-7
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Yield:1249400-92-7 83%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol; under 1292.9 Torr; for 2 h;Inert atmosphere;

Steps:

268.268b

A 100-mL Parr hydrogenation bottle was purged with nitrogen and charged with 268a(0.92 g, 4.36 mmol), 10% palladium on carbon (50% wet, 0.2 g) and methanol (30 mL). The bottle was evacuated, charged with hydrogen gas to a pressure of 25 psi and shaken for 2 h on a Parr hydrogenation apparatus. The hydrogen was then evacuated and nitrogen charged to the bottle. The catalyst was removed by filtration through a pad of Celite and the filtrate was concentrated under reduced pressure to afford 268b (0.66 g, 83%). MS: [M+H]⁺ 182.

References:

WO2011/140488,2011,A1 Location in patent:Page/Page column 366

228710-82-5 Synthesis