Electric Literature of 153286-94-3, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.153286-94-3, name is 5-Ethynylpyrimidine, molecular formula is C6H4N2, molecular weight is 104.1094, as common compound, the synthetic route is as follows.
General procedure: To a stirring solution of 3 (1 eq.) in MeOH (5 vol) was added alkyne(1 eq.) followed by 100 mM aq. CuSO4 (5 mol %) and 100 mM aq. sodium ascorbate (10 mol %). The reaction was diluted with DCM (10 mL). The tan ppt was then collected by filtration. The organic layer filtrate was evaporated to give a crude crystalline solid. The ppt and crystals were combined and purified by MPLC over C18 silica gel (Grace Reveleris X2, A: H2O + 0.1% TFA, B: ACN + 0.1% TFA, 5-30% B). Theeluent was removed by lyophilisation to give a colourless powder (86 mg, 56%). LCMS:Rt = 1.99 min, 99 A% 254 nm, [M + H]+ = 300.8. 1HNMR (600 MHz, DMSO-d6) delta 9.19 (s, 2H), 9.18 (s,1H), 8.70 (s, 1H), 8.07 (s, 1H), 4.94 (dd, J= 6.5, 4.7 Hz, 2H), 4.79 (dd, J =6.5, 4.8 Hz, 2H), 2.00 (s, 3H). 13C NMR (150 MHz, DMSO-d6) delta 157.7, 153.3, 151.3, 140.8, 138.4, 133.3, 124.7, 123.7, 49.1,45.9, 13.0. HRMS calcd for C12H12N8NaO2 [M + Na]+, 323.0975; found, 323.0966.
Statistics shows that 153286-94-3 is playing an increasingly important role. we look forward to future research findings about 5-Ethynylpyrimidine.
Reference:
Article; Jarrad, Angie M.; Karoli, Tomislav; Debnath, Anjan; Tay, Chin Yen; Huang, Johnny X.; Kaeslin, Geraldine; Elliott, Alysha G.; Miyamoto, Yukiko; Ramu, Soumya; Kavanagh, Angela M.; Zuegg, Johannes; Eckmann, Lars; Blaskovich, Mark A.T.; Cooper, Matthew A.; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 96 – 102;,
Pyrimidine | C4H4N2 – PubChem,
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