Extracurricular laboratory: Synthetic route of 3680-71-5

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3680-71-5.

3680-71-5, A common compound: 3680-71-5, name is 1,7-Dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one,molecular formula is C6H5N3O, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Phosphorous oxychloride (20 mL) was added to 7H-pyrrolo[2,3-d]pyrimidine-4-ol?(1.15 g, 8.5 mmol) and the reaction was heated under N2?atmosphere to 100 ¡ãC for 2.5 hours. The initial suspension becomes?an?homogeneous dark liquid which was then allowed to cool to room temperature. Excess phosphorous oxychloride was removed?in vacuo?and the residue was cooled in ice bath and crushed ice was added with stirring. The mixture was diluted with water (20 mL) and extracted with ethyl acetate (2 x 30 mL). The combined organic extracts were washed with sat NaCl (aq) solution,?then?dried over anhydrous Na2SO4. Mixture was filtered and filtrate solvents removed in vacuo to afford the title compound as a white solid (0.811 g; (62percent):?LC/MS: RT = 1.619 min;?m/z?= 154 [M+H]+.?Total run time 3.75 mins;?1H NMR (d6?DMSO):?d?6.60 (dd, 1H, J = 3.5, 1.8Hz); 7.69 (dd, 1H, J = 3.6, 2.3 Hz); 8.59 (s,1H), 12.57 (brs 1H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3680-71-5.

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