Sources of common compounds: 6-Hydrazinylnicotinonitrile

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.

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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6-Hydrazinylnicotinonitrile

With the rapid development of chemical substances, we look forward to future research findings about 104408-24-4.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 104408-24-4, name is 6-Hydrazinylnicotinonitrile, molecular formula is C6H6N4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Safety of 6-Hydrazinylnicotinonitrile

General procedure: To a solution of 2-hydrazinylpyridine (2, 0.5?mmol) in EtOH (5?mL) was added the corresponding isothiocyanate (3, 0.6?mmol) slowly at room temperature. After the total consumption of the substrate 2 (indicated by TLC), the reaction mixture was treated with iodine (140?mg, 0.55?mmol) and K2CO3 (138?mg, 1?mmol) in sequence, and then stirred at room temperature until TLC indicated the disappearance of the addition intermediate 4. Upon the completion of the reaction, it was quenched with 5% Na2S2O3 (5?mL), diluted with brine (10?mL) and then extracted with CH2Cl2 (enriched 5% MeOH, 4?*?10?mL). The combined organic layer was dried over anhydrous Na2SO4, concentrated, and then purified through silica gel column chromatography using a mixture of EtOAc/petroleum ether (PE) or MeOH/EtOAc as the eluent to afford the product 1.

With the rapid development of chemical substances, we look forward to future research findings about 104408-24-4.

Reference:
Article; Jiao, Shufeng; Wang, Zhen; Zhao, Qiongli; Yu, Wenquan; Chang, Junbiao; Tetrahedron; vol. 74; 24; (2018); p. 3069 – 3073;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem