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.104408-24-4, name is 6-Hydrazinylnicotinonitrile, molecular formula is C6H6N4, molecular weight is 134.1386, as common compound, the synthetic route is as follows.Safety of 6-Hydrazinylnicotinonitrile
[1086] a mixture of ethyl 2-(methoxyimino)-4-oxopentanoate (558.2 mg, 2.98 mmol) and 6-hydrazinylnicotinonitrile (400 mg, 2.98 mmol) in AcOH (5 ml) was stirred at 118 C for 5 hours. The reaction mixture was cooled to 25 C and concentrated under reduced pressure to give a residue, which was diluted with ch2ci2 (100 ml). The organic phase was washed with saturated aqueous NaHCO3 (20 ml), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give a residue, which was purified by column chromatography (SiO2, petroleum ether/ethyl acetate = 1 :0 to 5: 1) to afford compound 208a (160 mg, 19.09% yield) as a white solid, but structure (proposed structure) could not be confirmed by n-h hmbc. 1H NMR (400 mhz, CDCl3): delta 8.66 (dd, = 0.8, 2.4 hz, 1h), 8.07 (dd, j = 2.4, 8.4 hz, 1h), 7.88 (dd, j = 0.8, 8.4 hz, 1h), 6.67 (s, 1h), 4.35 (q, j = 6.8 hz, 2h), 2.37 (s, 3h), 1.32 (t, j = 7.2 hz, 3h). MS (ESI) m/z (m+l)+ 257.1.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,104408-24-4, 6-Hydrazinylnicotinonitrile, and friends who are interested can also refer to it.
Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; ADLER, Marc; EMAYAN, Kumaraswamy; MA, Jingyuang; (687 pag.)WO2018/64119; (2018); A1;,
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