Synthetic Route of 57564-94-0, 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 57564-94-0 as follows.
To a mixture of sodium hydride (60% dispersion in mineral oil; 276 mg; 6.89 mmol) in DMF (10 mL) at 0 C was added drop-wise a solution of 4-chloro-2-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine [prepared as detailed in Ref. 45] (1.145 g; 5.74 mmol) in anhydrous DMF (20 mL). When the addition was complete, 2-(trimethylsilyl)ethoxymethyl chloride (1.32 ml; 7.46 mmol) was added drop-wise and the reaction mixture was stirred at 0 C for 1.5 h then allowed to warm to ambient temperature. The reaction mixture was partitioned between water (100 mL) and ethyl acetate (100 mL). The organic phase was separated, dried over Na2SO4 and then filtered and the filtrate solvents evaporated in vacuo. The crude product was purified by flash chromatography on silica gel (70 g) eluting with a solvent gradient of 0-5% ethyl acetate in hexane to afford the title compound 42 (1.73 g, 91%) as a colourless oil: LC-MS (method A) tR = 2.88 min; m/z = 332, 330 [M+H]+; 1H NMR (400 MHz, DMSO-d6): delta -0.10 (s, 9H), 0.84 (t, 2H, J = 8.1 Hz), 2.53 (s, 3H), 3.52 (t, 2H, J = 8.1 Hz), 5.58 (s, 2H), 6.62 (d, 1H, J = 3.6 Hz), 7.69 (d, 1H, J = 3.6 Hz).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,57564-94-0, its application will become more common.
Reference:
Article; Davies, Nicholas G.M.; Browne, Helen; Davis, Ben; Drysdale, Martin J.; Foloppe, Nicolas; Geoffrey, Stephanie; Gibbons, Ben; Hart, Terance; Hubbard, Roderick; Jensen, Michael Rugaard; Mansell, Howard; Massey, Andrew; Matassova, Natalia; Moore, Jonathan D.; Murray, James; Pratt, Robert; Ray, Stuart; Robertson, Alan; Roughley, Stephen D.; Schoepfer, Joseph; Scriven, Kirsten; Simmonite, Heather; Stokes, Stephen; Surgenor, Allan; Webb, Paul; Wood, Mike; Wright, Lisa; Brough, Paul; Bioorganic and Medicinal Chemistry; vol. 20; 22; (2012); p. 6770 – 6789;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia