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1147105-68-7

2-Ethoxy-pyrimidine-5-boronic acid pinacol ester synthesis

5synthesis methods
-

Yield:1147105-68-7 75%

Reaction Conditions:

with silver fluoride in acetonitrile at 20;Sealed tube;UV-irradiation;Inert atmosphere;

Steps:

2.3. General procedure for the photo-driven reactions

General procedure: To a 10 mL Pyrex reaction vial were added 20 mg of organichalide, 2.5 eq of B2pin2, 20 mg of silver(I) salt and 2.0 mL of MeCN. n-C12H26 was added as an internal standard of GC as necessary. Thevial was sealed with a butyl rubber stopper and then purged withN2. The vial was half immersed in a water bath to maintain roomtemperature and irradiated from the side. After every certain interval,ca. 1.0 μL of the solution was withdrawn and analysed with GCor GC-MS to check the products and the reaction kinetics. To isolatethe products, the dispersion was filtered with celite and thenthe filtrate was purified by column chromatography. For thegram-scale reaction, 1.0 g of 1, 2.5 eq of B2pin2 and 1.0 g of AgFwere dispersed in 60 mL of MeCN. The reaction was performedon the building roof for sunlight irradiation from 10:00 to 15:00.The ambient temperature was 25 - 35 °C.

References:

Cui, Enxin;Qiao, Dan;Li, Haibin;Guo, Lirong;Tung, Chen-Ho;Wang, Yifeng [Journal of Catalysis,2021,vol. 402,p. 255 - 263]

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