Extracurricular laboratory: Synthetic route of 939986-65-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,939986-65-9, 6-Chloropyrimidine-4-carbonitrile, and friends who are interested can also refer to it.

Synthetic Route of 939986-65-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile. A new synthetic method of this compound is introduced below.

[0202] To a mixture of (4-(5-Ethyl-l,2,4-oxadiazol-3-yl)phenyl)methanamine (50 mg, 0.25 mmol, 1.0 equiv) and IPA (3 mL) in a microwave vial were added 6-chloropyrimidine- 4-carbonitrile (41 mg, 0.30 mmol, 1.2 equiv) and DIPEA (103 uL, 0.59 mmol, 2.4 equiv). The vial was sealed and heated at 160 C in a microwave reactor for 90 min. The mixture was concentrated and purified by RP-HPLC (Phenomenex, gemini 5u C18 150 x 21.2 mm, 10-100% ACN/water both with 0.1% formic acid gradient over 40 min) to provide 23 mg (31%) of 6-((4-(5-ethyl-l,2,4-oxadiazol-3-yl)benzyl)amino)pyrimidine-4-carbonitrile as a white solid. LRMS (ES) m/z 307.2 (M+H). 1 H-NMR (Methanol-^, 400 MHz, ppm) d 8.49 (s, 1H), 8.02 (d, J = 7.9 Hz, 2H), 7.49 (d, J = 7.8 Hz, 2H), 6.96 (s, 1H), 4.72 (s, 2H), 3.10- 2.88 (m, 2H), 1.43 (t, 7 = 7.6 Hz, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,939986-65-9, 6-Chloropyrimidine-4-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; CYTOKINETICS, INC.; MORGAN, Bradley P.; VANDERWAL, Mark; CHUANG, Chihyuan; (0 pag.)WO2020/5888; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia