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ChemicalBook CAS DataBase List 3-Acetylamino-2-methoxypyridine
51468-07-6

3-Acetylamino-2-methoxypyridine synthesis

2synthesis methods
-

Yield:51468-07-6 24 g

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in dichloromethane at 20 - 27; for 2 h;

Steps:

2

To a stirred solution of 2-methoxypyridin-3-amine (20 g, 161.1 mmol) and DIPEA (29.5 ml_, 169.2 mmol) in DCM (120 ml_) was added acetic anhydride (16 ml_, 169.2 mmol) slowly. The reaction was then stirred at rt for 2 h before water (50 ml_) was added and the phases were separated. The DCM layer was then washed with brine (20 ml_), dried (MgS04) and concentrated in vacuo to yield a brown solid (26 g), which upon trituration with heptane gave A/-(2-methoxypyridin-3-yl)acetamide as a beige solid (24 g, 144.4 mmol). 1H NMR: (400 MHz, CDCI3) δ: 2.15 (s, 3H), 4.04 (s, 3H), 6.88 (m, 1 H), 7.65 (br. s, 1 H), 7.82 (m, 1 H), 8.55 (d, J=1.8, 1 H)

References:

WO2014/6402,2014,A1 Location in patent:Page/Page column 88