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ChemicalBook CAS DataBase List 4-chloro-6-methoxy-2-phenylpyrimidine
4319-72-6

4-chloro-6-methoxy-2-phenylpyrimidine synthesis

2synthesis methods
-

Yield:4319-72-6 81%

Reaction Conditions:

with methanol for 8 h;Cooling with ice;Reflux;

Steps:

4 4-Chloro-6-methoxy-2-phenylpyrimidine

4,6-Dichloro-2-phenylpyrimidine (5.0 g, 22.2 mmol) and NaOCH3 (3.6 g, 66.6 mmol) was stirred in methanol (500 mL) on an ice bath for 1 h, then brought to reflux for 7 h.
After evaporation, the white solid was dissolved in DCM (100 mL) and washed with water.
Evaporation of the organic phase yielded 8 (3.98 g, 81%) as a white solid. 1H NMR (CD3OD): δ 8.39-8.36 (m, 2H), 7.53-7.44 (m, 3H), 6.76 (s, 1H), 4.08 (s, 3H).
13C NMR (CD3OD): δ 172.3, 165.9, 162.2, 137.4, 132.6, 129.5, 129.5, 106.0, 55.0. MS calcd for C11H9ClN2O [M+H]+ 221.0, found: 221.0.

References:

Lampa, Anna;Alogheli, Hiba;Ehrenberg, Angelica E.;?kerblom, Eva;Svensson, Richard;Artursson, Per;Danielson, U. Helena;Karlén, Anders;Sandstr?m, Anja [Bioorganic and Medicinal Chemistry,2014,vol. 22,# 23,p. 6595 - 6615]