In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 6314-23-4 as follows. Application In Synthesis of 2-(1-Pyrazolyl)ethanol
EXAMPLE 9: Synthesis of 5-amino-4-(6-methylpyridin-2-yl)-2-(2-pyrazol-1-yl-ethoxy)- thieno[2,3-d]pyrimidine-6-carboxamide (no. 27); 67 mg (0.60 mmol) of 1-(2-hydroxyethyl)-1H-pyrazole and 84 mg (0.75 mmol) of potassium tert-butoxide were added to a slurry of 174 mg (0.50 mmol) of 5-amino-2-methanesulfinyl-4- (6-methylpyridin-2-yl)thieno[2,3-d]pyrimidine-6-carboxamide in 1 ml of dioxane, and the mixture was stirred at room temperature for 1 hour. Water was added to the reaction mixture, which was then filtered with suction. The residue was washed with water, dried in vacuum and chromatographed on a silica-gel column with dichloromethane/methanol as eluent, giving 5-amino-4-(6-methylpyridin-2-yl)-2-(2-pyrazol-1 -yl-ethoxy)thieno[2,3- d]pyrimidine-6-carboxamide as red crystals; HPLC-MS: [M+H] 396. 1H-NMR (de-DMSO): delta [ppm] = 2.64 (s, 3H), 4.59 (t, J = 5.2 Hz, 2H), 4.83 (t, J = 5.2 Hz, 2H), 6.24 (t, J = 2 Hz, 1 H), 7.19 (bs, 2H), 7.46 (d, J = 2 Hz, 1 H), 7.57 (d, J = 7.7 Hz, 1 H), 7.81 (d, J = 2 Hz, 1 H), 8.04 (t, J = 7.8 Hz, 1 H), 8.20 (d, J = 7.9 Hz1 1 H), 8.38 (bs, 2H)
According to the analysis of related databases, 6314-23-4, the application of this compound in the production field has become more and more popular.
Reference:
Patent; MERCK PATENT GMBH; HOELZEMANN, Guenter; DORSCH, Dieter; GREINER, Hartmut; AMENDT, Christiane; ZENKE, Frank; WO2010/149257; (2010); A1;,
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