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ChemicalBook CAS DataBase List 5-Bromo-3-Methoxy-Pyridine2-Carbonitrile
36057-46-2

5-Bromo-3-Methoxy-Pyridine2-Carbonitrile synthesis

3synthesis methods
-

Yield: 78%

Reaction Conditions:

with sodium methylate for 8 h;Reflux;

Steps:

(a) 5-Bromo-3-methoxy-pyridine-2-carbonitrile
To a solution of 5-bromo-3-nitro-pyridine-2-carbo-nitrile (2 g, 8.8 mmol) in MeOH (25 ml), 0.5 M NaOMe (in MeOH, 15 ml) was added at room temperature. The reaction mixture was heated to reflux and stirred for 8 hours at this temperature. After the reaction completion, the reaction mixture was concentrated under reduced pressure. The residue was purified via column chromatography (Ethyl acetate : n-Hexane = 1 : 4) and the target compound of 1.46 g was obtained. (78% yield) 1H NMR (300 MHz, CDCl3): δ 8.318 (d, J= 1.5Hz, 1H), 7.523 (d, J= 1.5Hz, 1H), 3.973 (s, 3H), MS: m/z 215 [M+1]

References:

Hong, Yong Rae;Kim, Hyun Tae;Ro, Seonggu;Cho, Joong Myung;Lee, Sang Hwi;Kim, In Su;Jung, Young Hoon [Bioorganic and Medicinal Chemistry Letters,2014,vol. 24,# 14,p. 3142 - 3145] Location in patent:supporting information

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