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ChemicalBook CAS DataBase List 5-ACETYL-2-METHOXYPYRIDINE, 97%

5-ACETYL-2-METHOXYPYRIDINE, 97% synthesis

11synthesis methods
-

Yield: 230 mg

Reaction Conditions:

with sodium methylate at 160; for 4 h;Microwave irradiation;

Steps:

32.1 1-(6-methoxypyrid-3-yl)ethanone
A mixture of 15 mL of methanol, 500 mg (2.89 mmol) of 1-(6-chloropyrid-3-yl)ethanone and 1.17 g (21.69 mmol) of sodium methoxide is heated in a microwave reactor at 160°C for 4 hours. The reaction medium is evaporated to dryness. After purification by chromatography on silica gel (eluent A B: heptane/EtOAc, gradient A/B: t 0 min 0% B, t 5 min 20% B, t 30 min 40% B), 230 mg of 1-(6-methoxypyrid-3-yl)ethanone were obtained, corresponding to the following characteristics: LC/MS (method G): ESI+ [M+H]+: m/z 152. tr (min) = 1.33. 1H NMR (300 MHz, δ in ppm, DMSO-d6): 2.50 (s, 3H), 3.94 (s, 3H), 6.92 (m, 1 H), 8.18 (m, 1 H), 8.83 (m, 1 H).

References:

SANOFI;EL-AHMAD, Youssef;FILOCHE-ROMME, Bruno;GANZHORM, Axel;MARCINIAK, Gilbert;MUZET, Nicolas;RONAN, Baptiste;VIVET, Bertrand;ZERR, Véronique WO2013/190123, 2013, A1 Location in patent:Page/Page column 106

13472-85-0 Synthesis
5-Bromo-2-methoxypyridine

13472-85-0
501 suppliers
$8.00/1g

78191-00-1 Synthesis
N-Methoxy-N-methylacetamide

78191-00-1
264 suppliers
$6.00/5g

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