Category: 17231-51-5

17231-51-5, name is 3-Amino-6-bromopyrazine-2-carbonitrile, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C5H3BrN4

Step 2 : (EJ-S-amino–bromo-TV-hydroxypyrazine-l-carboximidamide[00568] 3-amino-6-bromo-pyrazine-2-carbonitrile (4.5958 g, 23.09 mmol) was dissolved in MeOH (91.92 niL), cooled to 00C and treated with hydroxylamine hydrochloride (1.605 g, 23.09 mmol) and triethylamine (2.336 g, 3.218 mL, 23.09 mmol). The reaction was allowed to warm to ambient temperature, stirred for 48 hours and then evaporated to dryness. Methanol (a minimum amount) was added, the mixture sonicated, filtered and washed with MeOH to give the product as a brown solid 5.27 g, 98% Yield). IH NMR (400.0 MHz, DMSO) d 5.88 (s, 2H), 7.64 (br s, 2H), 8.14 (s, IH) and 10.38 (s, IH) ppm; MS (ES+) 233.75

The synthetic route of 17231-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-damien; DURRANT, Steven; KAY, David; O’DONNELL, Michael; KNEGTEL, Ronald; MACCORMICK, Somhairle; PINDER, Joanne; VIRANI, Anisa; YOUNG, Stephen; BINCH, Hayley; CLEVELAND, Thomas; FANNING, Lev, T.d.; HURLEY, Dennis; JOSHI, Pramod; SHETH, Urvi; SILINA, Alina; WO2010/54398; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 17231-51-5, name is 3-Amino-6-bromopyrazine-2-carbonitrile, molecular formula is C5H3BrN4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 17231-51-5

Step 2. 6-bromo-3-chloropyrazine-2-carbonitrileTo a solution of 3-amino-6-bromopyrazine-2-carbonitrile (587 mg, 2.95 mmol) in acetonitrile (29.4 mL) was added copper(II) chloride (470 mg, 3.5 mmol). The reaction was heated to 60 C. for 10 min, then t-butyl nitrite (510 muL, 4.3 mmol) was added drop-wise. The reaction was held at 60 C. for 16 h at which point LCMS indicated complete reaction. The reaction was cooled to ambient temperature and partitioned between 1N HCl and EtOAc and the phases were separated. The organic phase was washed 2¡Á with water followed by brine, then dried over MgSO4 and concentrated in vacuo to provide the crude product which crystallized upon standing The product was purified (120 g prepacked SiO2 cartridge, 85 mL/min, gradient from 0-20% EtOAc/hexanes over 12 min) to recover the desired product, 442 mg. 1H NMR (300 MHz, CDCl3): delta 8.68 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 17231-51-5, its application will become more common.

Reference:
Patent; Rodgers, James D.; Shepard, Stacey; Arvanitis, Argyrios G.; Wang, Haisheng; Storace, Louis; Folmer, Beverly; Shao, Lixin; Zhu, Wenyu; Glenn, Joseph; US2010/298334; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem