Synthetic Route of 621-03-4,Some common heterocyclic compound, 621-03-4, name is 2-Cyano-N-phenylacetamide, molecular formula is C9H8N2O, 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.
c) 5-amino-4-methyl-7-oxo-N-phenyl-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide Under argon 46 mg sodium hydride (1 .15 mmol, 60% in mineral oil) in 2 mL DMF were cooled to 0 C and 94 mg 2-cyano-N-phenylacetamide (0.58 mmol) were added in small portions within 15 minutes, the resulting solutino was stirred for another 30 minutes at r.t., then cooled to 0 C and 97 mg 1 -methyl-1 H-thieno[3,2-d][1 ,3]oxazine-2,4-dione (0.52 mmol) were added in portions within 5 minutes and the mixture was stirred for 60 minutes. To this solution 0.58 mL aqueous hydrochloric acid (1 .15 mmol) were added and the resulting yellow suspension was stirred for 10 minutes. The mixture was poured on icecold potassium bicarbonate solution (10%, w/v), stirred for 30 minutes, filtered and the solid washed with water, diethylether / pentane (3:2, v/v), pentane and dried to yield 68 mg 5-amino-4-methyl-7- oxo-N-phenyl-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide (0.21 mmol, 40%) as a yellow solid. ESI-MS [M+H] + 300.2 1H-NMR (400 MHz, D6-DMSO): delta (ppm) = 7.97-7.80 (m, 1 H), 7.61 -7.49 (m, 2H), 7.43-7.27 (m, 2H), 7.17-7.07 (m, 1 H), 6.94-6.81 (m, 1 H), 3.03-2.91 (m, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Cyano-N-phenylacetamide, its application will become more common.
Reference:
Patent; NOVARTIS AG; REINHARDT, Juergen; SCHMIEDEBERG, Niko; SPANKA, Carsten; WO2015/186061; (2015); A1;,
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