2-CHLORO-6-PHENYLPYRAZINE synthesis
- Product Name:2-CHLORO-6-PHENYLPYRAZINE
- CAS Number:41270-62-6
- Molecular formula:C10H7ClN2
- Molecular Weight:190.63
Yield:41270-62-6 75%
Reaction Conditions:
with sodium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 in 1,2-dimethoxyethane;water at 120; for 0.25 h;Microwave irradiation;Suzuki Coupling;
Steps:
Synthesis o -chloro-6-phenylpyrazine[00145] To a solution of 2,6-dichloropyrazine (2.0 equiv.) in 3 : 1 DME:2M aqueous sodium carbonate (0.125 M) was added phenylboronic acid (1.0 equiv.) then PdCl2(dppf) · DCM adduct (0.1 equiv.). The reaction was heated in the microwave at 120 °C for 15 minutes. The crude reaction mixture was diluted with ethyl acetate and washed with sat. aq. sodium bicarbonate then sat. NaCl. The organic phase was dried with magnesium sulfate, filtered, and concentrated. The crude material was purified by silica gel column chromatography with heptanes to 30% ethyl acetate in heptanes to give 2- chloro-6-phenylpyrazine in 75% yield. LC/MS (m/z): 191.0 (MH+), R, = 1.00 min.
References:
WO2012/4217,2012,A1 Location in patent:Page/Page column 63
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