Analyzing the synthesis route of 4-Aminopyrrolo[3,2-d]pyrimidine

With the rapid development of chemical substances, we look forward to future research findings about 2227-98-7.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine, molecular formula is C6H6N4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Product Details of 2227-98-7

[0077] (2S)-2-[({4-Amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]heptan-l- ol (S.2). Compound S.l (0.358 g, 1.32 mmol) was dissolved in MeOH (4 mL) and aq. hydrochloric acid (36%, 1 mL) added. After 15 min the solvent was evaporated to a colourless solid that was dissolved in MeOH (10 mL), neutralized with Amberlyst A21 resin then passed through a short column of the same resin and eluted with MeOH. The fractions containing product were evaporated to an oily residue that was dissolved in tert-butanol (4 mL) then 9-deazaadenine (0.177 g, 1.32 mmol) and aq. formaldehyde solution (0.12 mL, 1.59 mmol) were added and the mixture stirred at 70 C for 16 h. Silica gel was added to absorb all the solvent then the solvent was evaporated and the residue chromatographed on silica gel (gradient of 5 – 15% 7M NH3/MeOH in CHC13) to give S.2 as a colourless solid (0.122 g, 33%). NMR (500 MHz, CD3OD): delta 8.16 (s, 1H), 7.47 (s, 1H), 3.64 (dd, J = 1 1.2, 4.5 Hz, 1H), 3.48 (dd, J = 11.2, 6.5 Hz, 1H), 2.68-2.64 (m, 1H), 1.52-1.38 (m, 2H), 1.32-1.17 (m, 6H), 0.86 (t, J = 7.1 Hz, 3H). 13C NMR (125.7 MHz, CD3OD, centre line delta 49.0): delta 152.1 (C), 150.8 (CH), 146.6 (C), 129.0 (CH), 1 15.4 (C), 1 14.8 (C), 64.4 (CH2), 59.2 (CH), 41.2 (CH2), 33.1 (CH2), 32.0 (CH2), 26.8 (CH2), 23.6 (CH2), 14.4 (CH3). ESI-HRMS calcd for Ci4H24N50+, (M+H)+, 278.1976, found 278.1974.

With the rapid development of chemical substances, we look forward to future research findings about 2227-98-7.

Reference:
Patent; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; SCHRAMM, Vern, L.; CLINCH, Keith; GULAB, Shivali, Ashwin; WO2015/123101; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia