Synthetic Route of 106850-34-4 , The common heterocyclic compound, 106850-34-4, name is Imidazo[1,2-a]pyridine-6-carbonitrile, molecular formula is C8H5N3, its 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.
An oven dried resealable Schlenk tube was charged with imidazo[1 ,2-a]pyridine-6- carbonitrile (Preparation 1 , 0.30 g, 2.1 mmol), N-benzyl-2-chloro-N-methylpyrimidin-4- amine (Preparation 31 , 0.24 g, 1.0 mmol), potassium acetate (0.21 g, 2.1 mmol) and Lambda/,Lambda/’-dimethylacetamide (3 mL). The Schlenk tube was subjected to three cycles of evacuation-backfilling with argon then tetrakis(triphenylphosphine)palladium (0) (0.12 g, 0.10 mmol) was added. After three further cycles of evacuation-backfilling with argon, the Schlenk tube was capped and placed in an oil bath at 150 C and the mixture was stirred overnight. The mixture was evaporated in vacuum and the residue was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried (MgS04) and evaporated and the residue was purified by flash chromatography (99:1 to 98:2 dichloromethane/methanol) to give the title compound (0.105 g, 30%) as a pale brown solid.LRMS (m/z): 341 (M+1)+.1H-NMR delta (CDCI3): 3.22 (bs, 3H), 4.91 (bs, 2H), 6.40 (d, 1 H), 7.27 – 7.41 (m, 6H), 7.76 (dd, 1 H), 8.31 (d, 1 H), 8.59 (s, 1 H), 10.49 (bs, 1 H)
The synthetic route of 106850-34-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; BACH TANA, Jordi; PAGES SANTACANA, Lluis Miquel; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; MATASSA, Victor Giulio; WO2011/76419; (2011); A1;,
Pyridine – Wikipedia,
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