Electric Literature of 23956-12-9 ,Some common heterocyclic compound, 23956-12-9, molecular formula is C6H8N2O3, 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.
General procedure: To a solution of dry 2 (140 mg, 0.897 mmol) and K2CO3 (619.6 mg, 4.48 mmol) in anhydrous DMF (10 mL) at 15 C MOMCl (0.27 mL, 3.56 mmol) was added. Reaction mixture was stirred at r.t. overnight. Solvent was evaporated in vacuo and residue was purified by column chromatography (CH2Cl2 : MeOH = 20 : 1) to yield white powder of 12a (42.7 mg, 23.8 %, m.p. = 124126 C), colorless oil of 12b (26.5 mg, 14.8 %) and white powder of 12c (5.4 mg, 2.5 %, m.p. = 9294 C). 12a: 1H-NMR: 11.01 (1H, s, NH-3), 7.29 (1H, s, H-6), 5.17 (2H, s, CH2-N1), 4.55 (1H, t, J = 5.30 Hz, OH), 3.47 (2H, q, J = 6.14 Hz, H-2′), 3.27 (3H, s, OCH3-N1), 2.36 (2H, t, J = 6.54 Hz, H-1′). 13C-NMR: 164.43 (C-4), 151.49 (C-2), 142.04 (C-6), 111.00 (C-5), 77.93 (CH2-N1), 59.73 (C-2′), 56.45 (OCH3-N1), 30.27 (C-1′). ESI-MS 201 [M+H]+. Anal. calcd. For C8H12N2O4: C 48.00, H 6.04. Found: C 47.94, H 6.06. 12b: 1H-NMR: 10.81 (1H, s, NH-1), 7.54 (1H, s, H-6), 5.26 (2H, s, CH2-N3), 4.48 (1H, t, J = 5.62 Hz, OH), 3.53 (2H, t, J = 6.20 Hz, H-2′), 3.22 (3H, s, OCH3-N3), 2.38 (2H, t, J = 6.55 Hz, H-1′). 13C-NMR: 164.92 (C-4), 151.78 (C-2), 139.46 (C-6), 109.11 (C-5), 65.93 (CH2-N3), 59.69 (C-2′), 55.04 (OCH3-N3), 26.99 (C-1′). ESI-MS 201 [M+H]+. Anal. calcd. For C8H12N2O4: C, 48.00; H, 6.04. Found: C 48.07, H 6.06. 12c: 1H-NMR: 7.63 (1H, s, H-6), 5.21 (2H, s, CH2-N1), 5.08 (2H, s, CH2-N3), 4.60 (1H, t, J = 5.49 Hz, OH), 3.29 (3H, s, OCH3-N1), 3.28 (3H, s, OCH3-N3), 3.51 (2H, q, J = 6.16 Hz, H-2′), 2.40 (2H, t, J = 6.51 Hz, H-1′). 13C-NMR: 164.23 (C-4), 151.72 (C-2), 141.55 (C-6), 110.21 (C-5), 79.11 (CH2-N1), 71.99 (CH2-N3), 59.56 (C-2′), 57.38 (OCH3-N1), 56.64 (OCH3-N3), 30.79 (C-1′). ESI-MS 245 [M+H]+. Anal. calcd. For C10H16N2O5: C 49.17, H 6.60. Found: C 49.09, H 6.59.
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. 23956-12-9, 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Kraljevi?, Tatjana Gazivoda; Klika, Mateja; Kralj, Marijeta; Martin-Kleiner, Irena; Jurmanovi?, Stella; Mili?, Astrid; Padovan, Jasna; Rai?-Mali?, Silvana; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 308 – 312;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia