Electric Literature of 19745-07-4,Some common heterocyclic compound, 19745-07-4, name is 2,5-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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.
Example 164(S)- -(5-chloropyrazin-2-yl)-3-(2.5-difluoro-4-(methylsulfonyl)phenoxy)-ri.4′-bipiperidinl- -one[00580] A stirred solution of (S)-3-(2,5-difluoro-4-(methylsulfonyl)phenoxy)-[l,4′- bipiperidin]-2-one (Preparation G; 40 mg, 0.103 mmol), DIEA (90 mu, 0.515 mmol), and 2,5-dichloropyrazine (30.7 mg, 0.206 mmol) in DMF (1 mL) was heated atl00° C in a sealed tube for 2 hours. The mixture was cooled, diluted with EtOAc (25 mL), washed with brine, dried over Na2S04 and concentrated in vacuo. The residue was purified by preparative TLC (EtOAc/ DCM 4: 1) to afford (S)-l’-(5-chloropyrazin-2-yl)-3-(2,5-difluoro-4- (methylsulfonyl)phenoxy)-[l,4′-bipiperidin]-2-one (2 mg, 0.004 mmol, 4percent yield) as a white solid. Mass spectrum (apci) m/z = 501.1 (M+H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Dichloropyrazine, its application will become more common.
Reference:
Patent; ARRAY BIOPHARMA INC.; AICHER, Thomas Daniel; BENCSIK, Josef Roland; BOYD, Steven Armen; CONDROSKI, Kevin Ronald; FELL, Jay Bradford; FISCHER, John P.; HINKLIN, Ronald Jay; PRATT, Scott Alan; SINGH, Ajay; TURNER, Timothy M.; WO2011/146335; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem