Synthetic Route of 2227-98-7 , The common heterocyclic compound, 2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine, molecular formula is C6H6N4, 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.
[0084] (2S)-2-[({4-Amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]undecan- l-ol (U.2). Compound U.l (0.310 g, 0.947 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 a 4: 1 mixture MeOH-CHCi3, neutralized with Amberlyst A21 resin then passed through a short column of the same resin and eluted with 4: 1 MeOH-CHCl3. The fractions containing product were evaporated to a yellow oil that was dissolved in tert-butanol (4 mL) then 9-deazaadenine (0.127 g, 0.95 mmol) and aq. formaldehyde solution (37%, 0.085 mL, 1.10 mmol) were added and the mixture was 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 U.2 as a colourless solid (0.135 g, 43%). XH NMR (500 MHz, 1: 1 CD3OD-CDCI3): delta 8.20 (s, 1H), 7.40 (s, 1H), 3.96 (s, 1H), 3.73 (dd, J = 11.4, 3.9 Hz, 1H), 3.50 (dd, J = 11.4, 6.6 Hz, 1H), 2.74-2.69 (m, 1H),1.55-1.39 (m, 2H), 1.35-1.21 (m, 14H), 0.89 (t, J= 7.0 Hz, 3H). 13C NMR (125.7 MHz, 1 : 1 CD3OD-CDCI3, centre lines delta 49.0 and delta 78.3): delta 151.2 (C), 150.2 (CH), 146.0 (C), 128.1 (CH), 115.0 (C), 114.2 (C), 63.6 (CH2), 59.0 (CH), 40.7 (CH2), 32.5 (CH2), 31.6 (CH2), 30.4 (CH2), 30.1 (2 x CH2), 29.9 (CH2), 26.8 (CH2), 23.2 (CH2), 14.3 (CH3). ESI-HRMS calcd for Ci8H32N50+, (M+H)+, 334.2602, found 334.2605.
The synthetic route of 2227-98-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; SCHRAMM, Vern, L.; CLINCH, Keith; GULAB, Shivali, Ashwin; WO2015/123101; (2015); A1;,
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