Adding a certain compound to certain chemical reactions, such as: 37972-24-0, 2-Ethynylpyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Application In Synthesis of 2-Ethynylpyrimidine, blongs to pyrimidines compound. Application In Synthesis of 2-Ethynylpyrimidine
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 poured into water (20 mL) and extracted with DCM (4 x 50 mL). The combined organics were washed with brine (50 mL), dried over anh. MgSO4 and filtered. The volatiles were removed in vacuo and the crude was purified by MPLC over C18 silica gel (Grace Reveleris X2, A: H2O+ 0.1% TFA, B: ACN + 0.1% TFA, 5-25%) then repurified (GraceReveleris X2, A: H2O + 0.1% TFA, B: ACN + 0.1% TFA, 5-100% B) togive a cream powder (16 mg, 9%). LCMS: Rt = 2.21 min, 99 A% 254nm, [M + H]+= 300.8. 1HNMR (600 MHz, DMSO-d6) delta 8.88 – 8.84 (m, 2H), 8.69 (s, 1H),8.06 (s, 1H), 7.44 (t, J = 4.9 Hz, 1H), 4.93 (dd, J = 6.5, 4.4Hz, 2H), 4.80 (dd, J = 6.6, 4.4 Hz, 2H), 1.93 (s, 3H). 13CNMR (150 MHz, DMSO-d6) delta 158.3, 157.8, 151.1,146.5, 138.4, 133.2, 127.3, 120.2, 48.9, 46.0, 12.9. HRMS calcd for C12H12N8NaO2 [M + Na]+, 323.0975; found, 323.0976.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,37972-24-0, 2-Ethynylpyrimidine, and friends who are interested can also refer to it.
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,
Pyrimidine – Wikipedia