Application of 1416740-16-3, 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. 1416740-16-3 name is 2-Bromo-7-nitro-5H-pyrrolo[2,3-b]pyrazine, This 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.
Example 3; 2-hydroxy-N-(2-(4-(isopropylsulfonyl)phenyl)-5H-pyrrolo[2,3-b]pyrazin-7- yl)benzamide (Compound 1-14)METHOD C:Step 1: 2-bromo-7-nitro-5-trityl-pyrrolo[2,3-b]pyrazine [00203] 2-bromo-7-nitro-5H-pyrrolo[2,3-b]pyrazine (5 g, 20.57 mmol) was dissolved in DMF (100 mL) under N2. Solution was cooled in an ice bath and sodium hydride (867.1 mg, 22.63 mmol) added portionwise. After 30 minutes (effervescence completed) trityl chloride (6.022 g, 21.60 mmol) was added in one portion and the mixture allowed to warm to ambient temperature (Precipitate observed after around 15 mins). Reaction mixture was poured into water and mixture stirred for 1 hour then filtered. Solid was washed with copious water then dried in a vacuum oven over 48 hours at 80 C. Taken on to the next step as is. (9.7 g, 97.3%) XH NMR (400.0 MHz, DMSO) delta 8.46 (s, 1H), 8.40 (s, 1H), 7.38 – 7.36 (m, H), 7.23 – 7.20 (m, 8H) and 3.32 (s, 7H) ppm
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-7-nitro-5H-pyrrolo[2,3-b]pyrazine, and friends who are interested can also refer to it.
Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; MACCORMICK, Somhairle; STORCK, Pierre-henri; MORTIMORE, Michael, Paul; CHARRIER, Jean-damien; KNEGTEL, Ronald; YOUNG, Stephen, Clinton; PINDER, Joanne; DURRANT, Steven, John; WO2012/178123; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem