Synthetic Route of 89510-90-7, 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. 89510-90-7, name is 2-Chloro-5-fluoro-4-pyridinamine. A new synthetic method of this compound is introduced below.
A microwave vial charged with 2-Chloro-5-fluoropyridin-4-amine (500 mg, 3.41 mmol) and (S)-3-Methylmorpholine (3102 pi, 27.3 mmol) was heated in the microwave at 210 C for 52 hours. The crude product was concentrated onto celite and purified on the Biotage (reverse phase silica gel) eluting with 0-50% ACN/H2O. The desired fractions were collected, concentrated and dried under high vacuum at RT to afford (S)-5-fluoro-2-(3- methylmorpholino)pyridin-4-amine (2.94 mmol, 86 % yield) as a sticky brown solid. 1 H NMR (500MHz, DMSO-d6) d = 7.70 (d, J=3.1 Hz, 1 H), 5.96 (d, J=6.4 Hz, 1 H), 5.85 (s, 2H), 4.1 1 – 4.05 (m, 1 H), 3.87 (dd, J= 3.5, 1 1 .1 Hz, 1 H), 3.68 – 3.64 (m, 1 H), 3.61 – 3.56 (m, 1 H), 3.51 (dd, J=2.1 , 12.8 Hz, 1 H), 3.43 (dt, J=3.1 , 1 1 .6 Hz, 1 H), 2.92 (dt, J= 3.7, 12.4 Hz, 1 H), 1 .02 (d, J= 6.6 Hz, 3H); LCMS (m/z): 212.4 [M+1 ]+.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,89510-90-7, 2-Chloro-5-fluoro-4-pyridinamine, and friends who are interested can also refer to it.
Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (2019); A1;,
Pyridine – Wikipedia,
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