Electric Literature of 69205-79-4, 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 69205-79-4 as follows.
Anew synthesis of 7-formyl-preQ0 (systematic name, 2-amino-5-formylpyrrolo[2,3-d]pyrimidin-4-one) that, contrary to literature-known procedures (21-23), does not require protecting group chemistry was developed. PreQ0 (808 mg, 4.61 mmol)and sodium hypophosphite dihydrate (1.44 g, 13.6 mmol) were dissolved in the solvent mixture (15 ml of pyridine/acetic acid/deionized water in a ratio of 2:1:1) and stirred under inert atmosphere.Raney nickel catalyst (slurry in water, 500 mg) wasadded to the stirred reaction mixture. Safety precaution: dryRaney nickel is pyrophoric and should always be handled underinert atmosphere. The resulting reaction mixture was heated to50 C for 5 h. Subsequently, the reaction mixture was cooled to room temperature and filtered over a pad of celite. The filtrate was reduced in vacuo. The remaining brown residue was dissolvedin 6 M aqueous potassium hydroxide solution. The remaining solids were filtered off. The filtrate was cooled to 0 Cand neutralized by addition of concentrated aqueous HCl. Theproduct precipitated from the solution and was isolated by filtrationand washed with copious amounts of ice water and acetone(brown solid, 770 mg, 94%). 1H NMR (DMSO-d6) 6.35(bs, 2H, NH2), 7.49 (s, 1H, H-8), 10.04 (s, 1H, CHO), 10.72 (bs,1H, H-9), 11.96 (bs, 1H, H-1); 13C NMR (DMSO-d6) 98.36(C-7), 120.34 (C-8), 124.50 (C-5), 153.40 (C-2), 153.83 (C-4),159.02 (C-6), 185.47 (CHO). NMR data were recorded on aBruker AVANCE III with autosampler (1H NMR 300.36 MHz,13C NMR 75.53 MHz).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69205-79-4, its application will become more common.
Reference:
Article; Jung, Jihye; Czabany, Tibor; Wilding, Birgit; Klempier, Norbert; Nidetzky, Bernd; Journal of Biological Chemistry; vol. 291; 49; (2016); p. 25411 – 25426;,
Pyrimidine | C4H4N2 – PubChem,
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