Reference of 2227-98-7, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below.
Example 18.4: (+/-)-c/s-1-[(9-Deaza-adenin-9-yl)methyl]-4-ethyl-3-hydroxypyrrolidine (34); Formaldehyde (35 muL, 0.4 mmol, 37 wt% solution in water) followed by 9-deazaadenine (52 mg, 0.4 mmol) are added to a solution of 33 (32 mg, 0.3 mmol) in 1 ,4-dioxane (1 ml.) and water (1 ml_). The reaction mixture is stirred at room temperature for 68 h, absorbed onto silica and eluted down a silica column using a gradient 10 – 50% (7 N NH3 in MeOH) in CH2CI2. The crude product is collected, concentrated and subjected to flash chromatography (5 : 4.9 : 0.1 then 5 : 4.8 : 0.2, CH2CI2 : MeOH : 28% aq. NH4OH) to afford 34 as an off-white solid (45 mg, 62%). 1H NMR (500 MHz, CD3OD): delta = 8.16 (s, 1H), 7.49 (s, 1H), 4.20 (td, J = 5.8, 3.3 Hz, 1H), 3.89 (s, 2H), 3.17 (dd, J = 10.9, 5.5 Hz, 1 H), 2.95 (dd, J = 9.4, 7.5 Hz, 1H), 2.57 (dd, J = 10.9, 3.3 Hz, 1 H), 2.41 (t, J = 9.9 Hz, 1H), 2.00 – 1.92 (m, 1H), 1.61 – 1.53 (m, 1H), 1.38 – 1.28 (m, 1 H) and 0.92 ppm (t, J = 7.5 Hz, 3H). 13C NMR (125 MHz, CD3OD): delta = 152.1 , 151.0, 147.0, 130.1 , 115.1 , 112.7, 72.5, 63.0, 58.3, 49.4, 46.6, 21.4 and 13.2 ppm. ESI-HRMS for C13H20N5O [MH]+ calcd, 262.1668; found, 262.1663.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,2227-98-7, 4-Aminopyrrolo[3,2-d]pyrimidine, and friends who are interested can also refer to it.
Reference:
Patent; ALBERT EINSTEIN COLLEGE OF YESHIVA UNIVERSITY; INDUSTRIAL RESEARCH LIMITED; EVANS, Gary Brian; LONGSHAW, Alistair Ian; SCHRAMM, Vern L.; TYLER, Peter, Charles; WO2011/8110; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia