These common heterocyclic compound, 2032-34-0, name is 3,3-Diethoxypropanenitrile, 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. Recommanded Product: 2032-34-0
To a solution of ethyl 1 -amino- 1 H-pyrrole-2-carboxylate lib (3.0 g, 19.46 mmol) in EtOH (100 mL) was added 3,3-diethoxypropanenitrile (25 mL, 95%, 158.23 mmol), IN HC1 (aq. 5 mL) and heated at reflux for 18 h. The reaction mixture was cooled to RT, treated with DBU (32.5 mL, 213.18 mmol), and heated at reflux for 1 h. The reaction mixture was concentrated in vacuo and the residue obtained was diluted with ethyl acetate (300 mL), extracted with water (200 mL, 150 mL). The aqueous layers were combined acidified with 4 N HC1 to pH = 1 and extracted with chloroform/methanol (3:1, 4 x 200 mL). The combined chloroform layers were dried over MgS04 filtered and concentrated in vacuum. The residue obtained was purified by flash column chromatography [silica gel 120 g, eluting with hexanes/ethyl acetate/MeOH, 1 : 1 :0 to 2:2: 1 (Rf = 0.35 with hexanes/ethyl acetate/MeOH = 2:2:1)] to furnish 4-hydroxy-[l,2-b]pyridazine-3-carbonitrile 11c (1.44 g, 47%) as a brown solid; NMR (300 MHz, DMSO- 6): delta 8.16 (s, 1H), 7.90 (dd, J= 1.6, 2.6 Hz, 1H), 7.08 (dd, J = 1.6, 4.5 Hz, 1H), 6.80 (dd, J= 2.6, 4.5 Hz, 1H); MS (ES”): 157.8 (M – H).
The synthetic route of 3,3-Diethoxypropanenitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; KOTIAN, Pravin, L.; WU, Minwan; WO2011/150356; (2011); A1;,
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