Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 14080-56-9, name is Thieno[2,3-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines
To a solution of 6-bromo-8-methyl-2H-spiro[imidazo[1 ,5-a]pyridine-3,3?-thietane]-l ,5-dione (prepared according to example 173a, 100 mg, 332 pmol) and thieno[2,3-d]pyrimidin-4- amine (GAS 14080-56-9, 55.2 mg, 365 pmol) in 1 ,4-dioxane (11 mL) was added cesiumcarbonate (20.6 mg, 35.5 pmol) and the mixture was degassed and purged with argon several times. 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (16.9 mg, 35.5 pmol), 2- (dicyclohexyl-phosphino)-2,4, 6-triisopropylbiphenyl (7.98 mg, 35.5 pmol), palladium(ll)acetate (32.5 mg, 35.5 pmol) and tris(dibenzylideneacetone)dipalladium(0) (325 mg, 996 pmol) were added and the mixture was stirred at 100cC for 2 hours. Themixture was concentrated and the residue purified by flash chromatography (Biotage SNAP cartridge silica 25 g, ethanol: dichloromethane). The isolated product was taken up in ethanol and stirred at RT. The solid was filtered off under vacuo and dried to give 27.0 mg (21% yield) of the title compound.LG-MS: m/z = 372.2 [M÷H].1H-NMR (400 MHz, DMSO-d6) 6 [ppm]= 1.035 (0.63), 1.052 (1.21), 1.070 (0.63), 2.322(0.75), 2.327 (1.01), 2.331 (0.79), 2.447 (16.00), 2.522 (3.03), 2.665 (0.75), 2.669 (0.97),2.673 (0.74), 3.300 (3.97), 4.679 (3.83), 4.705 (3.78), 5.759 (0.60), 7.831 (2.67), 7.846(3.88), 7.908 (3.86), 7.922 (2.65), 8.625 (5.57), 8.699 (6.02), 9.157 (3.44), 10.731 (3.01).
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Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAYER AKTIENGESELLSCHAFT; KLAR, Ulrich; BOHLMANN, Rolf; SCHAeCKE, Heike; SUeLZLE, Detlev; MENZ, Stephan; PANKNIN, Olaf; (249 pag.)WO2018/134148; (2018); A1;,
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