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METHYL 2-PHENYLIMIDAZO[1,2-A]PYRIDINE-6-CARBOXYLATE synthesis

7synthesis methods
-

Yield:-

Reaction Conditions:

with sodium carbonate in ethanol at 70;

Steps:



General procedure: Sodium carbonate (0.96 g, 9.06 mmol) was added after dissolving 6-aminonicotinate (1.5 g, 9.96 mmol) and G (2.2 g, 9.06 mmol) inethanol. The mixture was stirred at 70 °C for 6 to 8 h. The solvent wasremoved under reduced pressure. The residue was added with waterand ethyl acetate to dissolve. The extracts were combined and washedby saturated brine. The organic phase was concentrated in vacuo afterdrying over anhydrous sodium sulfate and purified by column chromatographyto acquire expected compound H as a yellow solid. Yield1.13 g, 42.16%. 1H NMR (300 MHz, DMSO) δ 9.48 (s, 1H), 8.61 (s, 1H),8.33 (d, J = 9.6 Hz, 1H), 7.63 (s, 2H), 7.33 (t, J = 9.1 Hz, 1H), 7.24 -6.89 (m, 2H), 4.22 (q, J=7.5 Hz, 2H), 3.91 (s, 3H), 1.56 (t, J=7.4 Hz,3H). 13C NMR (75 MHz, DMSO-d6) δ 165.56, 156.44, 144.31, 132.01,129.58, 128.67, 124.23, 120.93, 116.26, 115.29, 114.45, 112.63,64.21, 52.73, 15.26.

References:

Ye, Zhiwen;Liu, Chunxia;Zou, Feng;Cai, Yan;Chen, Bin;Zou, Yuxing;Mo, Jiaxian;Han, Ting;Huang, Wenlong;Qiu, Qianqian;Qian, Hai [Bioorganic and Medicinal Chemistry,2020,vol. 28,# 13,art. no. 115574]

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