Related Products of 4316-93-2 ,Some common heterocyclic compound, 4316-93-2, molecular formula is C4HCl2N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
A solution of 2′,3′-O-Isopropylidene-beta-D-ribofuranosylamine p-toluenesulfonate salt (2.65 g, 7.34 mmol) in 30 mL of N,N-dimethylformamide at room temperature was treated first with triethylamine (2.3 mL, 16.7 mmol) followed by the slow addition of 4,6-dichloro-5-nitropyrimidine (1.30 g, 6.68 mmol). After stirring for 3 h, the yellow solution was diluted with ethyl acetate (50 mL) and washed with water (50 mL). The aqueous phase was further extracted with 2*20 mL of ethyl acetate and the combined organic extracts were washed with 2*50 mL of brine, dried over MgSO4, filtered and concentrated in vacuo. The resulting crude product was purified by silica gel chromatography (3:1 hexane/ethyl acetate) to afford 6-chloro-5-nitro-4-(2,3-O-isopropylidene-beta-D-ribofuranosylamino)pyrimidine (1.37 g, 59%) as a white powder (m.p. 117-119 C.). TLC Rf 0.3 (3:1 hexane/ethyl acetate). 1H NMR (CDCl3, 300 MHz): delta 8.71 (1H, d, J=8.7 Hz), 8.43 (1H, s), 6.35 (1H, d, J=8.7 Hz), 4.93 (1H, J=6.0 Hz), 4.69 (1H, d, J=6.0 Hz), 4.44 (1H, s), 3.88 (2H, dd, J=3.6 Hz, 1.8 Hz), 2.81 (1H, dd, J=2.4 Hz, 2.1 Hz), 1.57 (3H, s), 1.36 (3H, s). MS (ES+): 347.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 4316-93-2, 4,6-Dichloro-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Wilde, Richard G.; Almstead, Neil G.; Welch, Ellen M.; Beckmann, Holger; US2006/166926; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia