Synthetic Route of 1082745-50-3,Some common heterocyclic compound, 1082745-50-3, name is 5-Amino-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxamide, molecular formula is C9H14N4O2, 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.
To the mixture of 5-amino-1-(tetrahydro-2H-pyran-4-yl)-1 H-pyrazoLe-4-carbox- amide (Intermediate P6) (0.317 g, 1.51 mmol) and ethyl phenoxyacetate (0.333 g, 1.81 mmol) in n-butanoL (30 mL) sodium ethanolate (21%, 2.815 mL, 7.54 mmcl) was added and the whole was heated at reflux for 24 hours. The productwas isolated by extraction with ethyl acetate. Organic Layer was dried with sodium sulphate. After concentration, product was purified by chromatography on silicagel (chloroform/methanol, gradient 99:1 to 96:4). 0.137 g of the title product as an amorphous, colorless solid were obtained (yield 28.4%).1H NMR (300MHz, DMSO-d6): delta 12.37 (s, 1H), 8.09 (s, 1H), 7.31 (dd, J = 10.7, 5.4Hz, 2H), 7.13 – 6.90 (m, 3H), 5.03 (s, 2H), 4.88 – 4.68 (m, 1H), 3.95 (dd, J = 11.4, 3.6 Hz, 2H), 3.49 (t, J = 11.2 Hz, 2H), 2.09 (qd, J = 12.3, 4.5 Hz, 2H), 1.80 (dd, J = 12.4, 2.3 Hz, 2H).13C NMR (75 MHz, DMSO-d6): delta 157.72, 157.69, 155.39, 150.96, 134.23, 129.51,121.41, 114.87, 104.88, 67.20, 65.97, 53.18, 31.96.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxamide, its application will become more common.
Reference:
Patent; CELON PHARMA S.A.; MOSZCZY?SKI-P?TKOWSKI, Rafa?; BOJARSKI, ?ukasz; STEFANIAK, Filip; WIECZOREK, Maciej; DUBIEL, Krzysztof; LAMPARSKA-PRZYBYSZ, Monika; WO2014/16789; (2014); A1;,
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