Synthetic Route of 6966-01-4,Some common heterocyclic compound, 6966-01-4, name is Methyl 3-amino-6-bromopyrazine-2-carboxylate, molecular formula is C6H6BrN3O2, 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.
A solution of methyl 3-amino-6-bromopyrazine-2-carboxylate (500 mg, 2.16 mmol), tetrakis(triphenylphosphine)palladium(0) (124 mg, 0.108 mmol) and sodium methanethiolate (306 mg, 4.31 mmol) in DMF (10 ml) was sealed in a nitrogen flushed pressure tube. The pressure tube was heated at 50 C for 2 h then allowed to cool to RT. The reaction mixture was diluted with EtOAc (30 ml) then washed with hydrochloric acid (1 M, 2 x 25 ml). A precipitate formed, which was removed by filtration. The filtrate was dried over MgS04 and evaporated. The crude material thus obtained was purified by flash column chromatography on C18 (60 g). The column was eluted with MeC iHiO + 0.1% formic acid using the following gradient (%MeCN, column volumes): 10%, 2 CV; 10-100%, 20 CV; 100%, 2 CV. The desired fractions were combined and evaporated to yield the product as a dark yellow solid (77 mg, 19%).1H NMR (250 MHz, DMSO-de) delta 12.89 (s, 1 H), 8.24 (s, 1 H), 7.25 (s, 2H), 3.30 (s, 3H). LC/MS (System A): m/z (ESI+) = 186 [MH+], Rt = 0.72 min, UV purity = 98%.
The synthetic route of 6966-01-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan David; HAY, Duncan Alexander; SCHOFIELD, Thomas Beauregard; WENT, Naomi; (111 pag.)WO2017/221008; (2017); A1;,
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