Category: 2227-98-7

Electric Literature of 2227-98-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine, molecular formula is C6H6N4, molecular weight is 134.14, as common compound, the synthetic route is as follows.

9- Deazaadenine (73 mg, 0.55 mmol), (¡À)-66 (80 mg, 0.37 mmol) and aq. formaldehyde (37%,044 mL, 0.55 mmol) were stirred for 1 h in a mixture of 1,4-dioxane (2 mL) and H2O (0.5 mL) at 90 oC (bath temp). The reaction mixture was cooled to rt and NH3 in MeOH solution (7 M, 2.5 mL) was added and the resulting reaction left to stir for a further 1 h. The solventwas evaporated and the residue chromatographed (CH2Cl2-7 M NH3 in MeOH, 9:1 thenCH2Cl2-7 M NH3 in MeOH, 8:2) to afford (¡À)-67 as a syrup (110 mg) which by 1H NMR was contaminated with paraformaldehyde. A portion of crude (¡À)-67 (65 mg) was dissolved inS24MeOH (5 mL) and aq. HCl (37%, 0.5 mL) added. The solvent was evaporated and the residue dissolved in more aq. HCl (37%, 0.5 mL) then the solvent evaporated again. The residue was chromatographed (CH2Cl2-7 M NH3 in MeOH, 85:15 then CH2Cl2-7 M NH3 inMeOH, 8:2) to give (¡À)-68 as a syrup (35 mg, 61%).

Statistics shows that 2227-98-7 is playing an increasingly important role. we look forward to future research findings about 4-Aminopyrrolo[3,2-d]pyrimidine.

Reference:
Article; Clinch, Keith; Evans, Gary B.; Froehlich, Richard F.G.; Gulab, Shivali A.; Gutierrez, Jemy A.; Mason, Jennifer M.; Schramm, Vern L.; Tyler, Peter C.; Woolhouse, Anthony D.; Bioorganic and Medicinal Chemistry; vol. 20; 17; (2012); p. 5181 – 5187;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 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.

[0059] (2R)-2-[({4-Amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-3-[(4- chlorophenyl)sulfanyl]propan-l-ol (K.3). Compound K.2 (0.151 g, 0.59 mmol) was dissolved in MeOH (10 mL) and neutralized with Amberlyst A21 resin. The mixture was then passed through a short column of the same resin and eluted with MeOH to give the free amino form of K.2 as a yellow oil (129 mg). This was dissolved in tert-butanol (3 mL) then aq. formaldehyde solution (37%, 0.060 mL, 0.80 mmol) and 9-deazaadenine (0.080 g, 0.60 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 purified by chromatography on silica gel (CHC13-7M NH3/MeOH, 92:8 then 85: 15) and the fractions containing the product were evaporated. The residue was further purified on silica gel (CHCl3-MeOH-28% aq. NH4OH, 92:8:0.5) to give K.3 as a colourless foam (0.022 g, 10%). XH NMR (500 MHz, CD3OD): delta 8.16 (s, 1H), 7.35 (s, 1H), 7.13-7.08 (m, 4H), 4.02 (d, J= 14.0 Hz, 1H), 3.92 (d, J = 14.0 Hz, 1H), 3.70 (dd, J= 11.3, 5.2 Hz, 1H), 3.66 (dd, J= 11.3, 5.2 Hz, 1H), 3.13 (dd, J = 13.8, 6.2 Hz, 1H), 2.92 (dd, J = 13.8, 6.9 Hz, 1H), 2.75 (m, 1H). 13C NMR (125.7 MHz, CD3OD, centre line delta 49.0): delta 152.0 (C), 150.8 (CH), 146.5 (C), 135.8 (C), 133.0 (C), 131.8 (CH), 129.8 (CH), 129.1 (CH), 115.5 (C), 114.4 (C), 63.5 (CH2), 57.0 (CH), 41.0 (CH2), 36.1 (CH2). ESI-HRMS calcd for Ci6H1835ClN5NaOS+ (M+Na)+, 386.0813, found 386.0816.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 2227-98-7, 4-Aminopyrrolo[3,2-d]pyrimidine.

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

Adding a certain compound to certain chemical reactions, such as: 2227-98-7, 4-Aminopyrrolo[3,2-d]pyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, COA of Formula: C6H6N4, blongs to pyrimidines compound. COA of Formula: C6H6N4

[0071] (2R)-2-[({4-Amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]-3- (butylsulfanyl)propan-l-ol (Q.2). Compound Q.l (0.400 g, 1.32 mmol) was dissolved in MeOH (4 mL) and aq. hydrochloric acid (36%, 1 mL) was added. After 15 min the solvent was evaporated and the resulting gum dissolved in MeOH (10 mL) and 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 (37%, 0.12 mL, 1.60 mmol) 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 Q.2 as a colourless solid (0.131 g, 32%). XH NMR (500 MHz, CD3OD): delta 8.16 (s, 1H), 7.49 (s, 1H), 4.06 (d, J= 13.8 Hz, 1H), 3.97 (d, J= 13.9 Hz, 1H), 3.69 (dd, J= 11.2, 5.1 Hz, 1H), 3.63 (dd, J= 11.2, 5.4 Hz, 1H), 2.81-2.76 (m, 1H), 2.69 (dd, J= 13.5, 6.3 Hz, 1H), 2.53 (dd, J= 13.5, 6.9 Hz, 1H), 2.31 (ddd, J= 12.5, 8.0, 6.5 Hz, 1H), 2.25 (ddd, J= 12.5, 8.1, 6.7 Hz, 1H), 1.45-1.35 (m, 2H), 1.33-1.25 (m, 2H), 0.85 (t, J = 7.3 Hz, 3H). 13C NMR (125.7 MHz, CD3OD, centre line delta 49.0): delta 152.1 (C), 150.9 (CH), 146.6 (C), 129.1 (CH), 115.5 (C), 114.6 (C), 63.9 (CH2), 57.8 (CH), 41.2 (CH2), 34.5 (CH2), 32.7 (CH2), 32.6 (CH2), 22.9 (CH2), 13.9 (CH3). ESI-HRMS calcd for Ci4H24N5OS+, (M+H)+, 310.1697, found 310.1702.

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

Electric Literature of 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.

Example 8.3: (+/-)-frans-4-Butyl-1-[(9-deaza-adenin-9-yl)methyl]-3-hydroxypyrrolidine (1, X = butyl, A = CH, B = NH2, D = H); Formaldehyde (95 mul_, 1.2 mmol, 37 wt% solution in water) followed by 9-deazaadenine (100 mg, 0.7 mmol) are added to a solution of amine 11 (X = butyl) (88 mg, 0.66 mmol) in 1 ,4- dioxane (1.2 ml.) and water (2.5 ml_). The reaction mixture is stirred at room temperature for 66 h, absorbed on to silica and eluted down a silica column using a gradient 10 – 20% (7 N NH3 in MeOH) in CH2CI2. The crude product is collected, concentrated and subject to flash chromatography (5 :4.8 : 0.2, CH2CI2 : MeOH : NH4OH) to afford the title compound 1 (X = butyl, A = CH, B = NH2, D = H) as a pale yellow solid (89 mg, 47%). 13C NMR (125 MHz, CD3OD): delta = 152.1 , 151.0, 147.0, 130.1 , 115.2, 112.4, 77.7, 62.3, 59.69, 49.0, 48.5, 34.0, 31.5, 23.8 and 14.3 ppm; MS (ESI): 290 ([MH]+, 100%); HRMS (ESI): found: 290.1989, C15H24N5O ([MH]+) requires: 290.1981.

According to the analysis of related databases, 2227-98-7, the application of this compound in the production field has become more and more popular.

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

Synthetic Route of 2227-98-7, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 17.4: (3f?,4S)-4-Butyl-1-[(9-deaza-adenin-9-yl)methyl]-3-hydroxypyrrolidine (20, R = Et); Formaldehyde (86 mul_, 1.1 mmol, 37 wt% solution in water) followed by 9-deazaadenine (112 mg, 0.84 mmol) are added to a solution of 19 (R = Et) (100 mg, 0.56 mmol) in 1 ,4-dioxane (1 mL) and water (2 ml_). The reaction mixture is warmed to 85 0C and after 1 h the crude reaction mixture absorbed onto silica and eluted down a silica column using a gradient 5 – 30% (7 N NH3 in MeOH) in CH2CI2. The crude product is collected, concentrated and subjected to flash chromatography (5 : 4.5 : 0.5, CH2CI2 : MeOH : 28% aq. NH4OH) to afford 20 (R = Et) as an off- white solid (90 mg, 56%). 1H NMR (500 MHz, CD3OD): delta = 8.17 (s, 1H), 7.49 (s, 1H), 3.86 – 3.83 (m, 1 H), 3.81 (q, J = 13.2 Hz, 2H), 3.05 (dd, J = 9.6, 8.0 Hz, 1H), 2.74 (dd, J = 10.4, 6.3 Hz, 1 H), 2.69 (dd, J = 10.4, 4.0 Hz, 1H), 2.17 (dd, J = 9.7, 8.0 Hz. 1H), 1.98 – 1.90 (m, 1H), 1.57 – 1.47 (m, 1H), 1.34 – 1.24 (m, 5H) and 0.89 ppm (t, J = 6.9 Hz, 3H). 13C NMR (125 MHz, CD3OD): delta = 152.1 , 151.0, 147.0, 130.1 , 115.1, 112.6, 77.8, 62.4, 59.7, 49.1 , 48.6, 34.0, 31.5, 23.8 and 14.4 ppm. ESI-HRMS for C15H24N5O [MH]+ calcd, 290.1981; found, 290.1988

According to the analysis of related databases, 2227-98-7, the application of this compound in the production field has become more and more popular.

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