Category: 156-81-0

Synthetic Route of 156-81-0, 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 156-81-0, name is Pyrimidine-2,4-diamine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 8a; Synthesis of {4-[2-(5-chloro-2-fluoro-phenyl)-[1,8]naphthyridin-4-ylamino]-pyrimidin-2-yl}-carbamic acid tert-butyl ester (no. 51) 1 g of commercial 2,4-diamino pyrimidine was treated in 40 ml tert.-butanol with 1.5 g BOC2O in the presence of 3.48 ml DIPEA at ambient temperature for 6 hrs. After evaporation, the product was extracted with ethyl acetate from water, dried with Na2SO4, filtered and evaporated to dryness. After digestion with petrolether:ether 3:1 (vol) and drying 849 mg (4-amino-pyrimidin-2-yl)-carbamic acid tert-butyl ester was obtained as a white powder with Rt1.08 min and correct mass of M+H211

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 156-81-0, Pyrimidine-2,4-diamine.

Reference:
Patent; MERCK PATENT GESELLSCHAFT MIT BESCHRANKTER HAFTUNG; US2012/316166; (2012); A1;,
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Pyrimidine – Wikipedia

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. 156-81-0, name is Pyrimidine-2,4-diamine. A new synthetic method of this compound is introduced below., Application In Synthesis of Pyrimidine-2,4-diamine

Reference Example 18 4-Amino-2-(t-butoxycarbonylamino)pyrimidine A 5.52 g portion of 2,4-diaminopyrimidine was added to 150 ml of t-butanol and dissolved by heating to about 60 C., and the solution was cooled to room temperature, mixed with 12.38 g of DIBOC and then stirred at room temperature for about 3 days.. The reaction mixture was evaporated under reduced pressure and the thus formed crude product was purified by a silica gel column chromatography to obtain 7.02 g of the title compound from chloroform-methanol-28% aqueous ammonia (200:9:1, v/v/v) elude as white crystals.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 156-81-0, Pyrimidine-2,4-diamine.

Reference:
Patent; Yamanouchi Pharmaceutical Co. Ltd.; US6673799; (2004); B1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 156-81-0, Pyrimidine-2,4-diamine, 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, Quality Control of Pyrimidine-2,4-diamine, blongs to pyrimidines compound. Quality Control of Pyrimidine-2,4-diamine

General procedure: Vilsmeier reagent was prepared by mixing ice-cold dry DMF (50 ml) and POCl3 (30.0 mmol, 2.8 ml). The mixture was stirred for 15 min at 25 C. To the previous mixture, aminopyrimidines (10.0 mmol) in dry DMF (5.0 ml) were added over a period of 15 min at 0-5 C. The reaction mixturewas stirred for 24 h at 25 C.The mixture was then added to cold, saturated aq. K2CO3 andextracted with diethyl ether. The organic layer was washed withwater, dried over anhydrous Na2SO4, and evaporated underreduced pressure to afford the crude product, whichwas purified ina silica gel column chromatography using hexane/ethyl acetate(9:1) as an eluent to give the title compounds 2 and 8. 4.3.1. 2,4-Diaminopyrimidine-5-carbaldehyde (2) Brown powder, yield 59%; 1H-NMR [DMSO-d6, 400 MHz]: (delta,ppm) 7.10 (d, 2H, NH2, exchange with D2O), 7.52 (d, 2H, NH2, exchangewith D2O), 8.32 (s, 1H, H6-pyrimidine), 9.45 (CHO); 13C NMR[DMSO-d6, 100 MHz]: (delta, ppm) 106.2 (C5-pyrimidine), 162.7(C4-pyrimidine), 164.4 (C6-pyrimidine), 167.0 (C2-pyrimidine),189.5 (CHO).

The synthetic route of 156-81-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; AlNeyadi, Shaikha S.; Salem, Alaa A.; Ghattas, Mohammad A.; Atatreh, Noor; Abdou, Ibrahim M.; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 270 – 282;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 156-81-0, Pyrimidine-2,4-diamine, 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: C4H6N4, blongs to pyrimidines compound. COA of Formula: C4H6N4

General procedure: Vilsmeier reagent was prepared by mixing ice-cold dry DMF (50 ml) and POCl3 (30.0 mmol, 2.8 ml). The mixture was stirred for 15 min at 25 C. To the previous mixture, aminopyrimidines (10.0 mmol) in dry DMF (5.0 ml) were added over a period of 15 min at 0-5 C. The reaction mixturewas stirred for 24 h at 25 C.The mixture was then added to cold, saturated aq. K2CO3 andextracted with diethyl ether. The organic layer was washed withwater, dried over anhydrous Na2SO4, and evaporated underreduced pressure to afford the crude product, whichwas purified ina silica gel column chromatography using hexane/ethyl acetate(9:1) as an eluent to give the title compounds 2 and 8. 4.3.1. 2,4-Diaminopyrimidine-5-carbaldehyde (2) Brown powder, yield 59%; 1H-NMR [DMSO-d6, 400 MHz]: (delta,ppm) 7.10 (d, 2H, NH2, exchange with D2O), 7.52 (d, 2H, NH2, exchangewith D2O), 8.32 (s, 1H, H6-pyrimidine), 9.45 (CHO); 13C NMR[DMSO-d6, 100 MHz]: (delta, ppm) 106.2 (C5-pyrimidine), 162.7(C4-pyrimidine), 164.4 (C6-pyrimidine), 167.0 (C2-pyrimidine),189.5 (CHO).

The synthetic route of 156-81-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; AlNeyadi, Shaikha S.; Salem, Alaa A.; Ghattas, Mohammad A.; Atatreh, Noor; Abdou, Ibrahim M.; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 270 – 282;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 156-81-0, Adding some certain compound to certain chemical reactions, such as: 156-81-0, name is Pyrimidine-2,4-diamine,molecular formula is C4H6N4, 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 156-81-0.

1 g of commercial 2,4-diamino pyrimidine was treated in 40 ml tert.-butanol with1.5 g BOC20 in the presence of 3.48 ml DIPEA at ambient temperature for 6 hrs. After evaporation, the product was extracted with ethyl acetate from water, dried with Na2S04, filtered and evaporated to dryness. After digestion with petrolether : ether 3:1 (vol) and drying 849 mg (4-amino-pyrimidin-2-yl)-carbamic acid tert-butyl ester was obtained as a white powder with Rt ~ 1.08 min and correct mass of M+H ~ 211

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. 156-81-0, Pyrimidine-2,4-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; JONCZYK, Alfred; DORSCH, Dieter; ZENKE, Frank; AMENDT, Christiane; WO2011/101069; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 156-81-0 , The common heterocyclic compound, 156-81-0, name is Pyrimidine-2,4-diamine, molecular formula is C4H6N4, 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.

Method 11; Synthesis of 5-bromopyrimidine-2,4-diamine; [0251] To a solution of 2,4-diaminopyrimidine (1.0 g, 9.1 mmol) in chloroform (30 mL) was added N-bromosuccinimide (1.62 g, 9.08 mmol). The solution was stirred in the dark for 12 hours, at which time it was added to CH2Cl2 (150 mL) and IN NaOH (50 mL). The solid that formed was filtered, rinsed with water and concentrated in vacuo, yielding 1.4 g (74%) of 5-bromopyrimidine-2,4-diamine: LCMS (m/z): 189/191 (MH+); 1H NMR (DMSO-J6): delta 7.78 (s, IH), 6.58 (bs, 2H), 6.08 (bs, 2H).

The synthetic route of 156-81-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS VACCINES AND DIAGNOSTICS, INC.; WO2008/98058; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 156-81-0, 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.156-81-0, name is Pyrimidine-2,4-diamine, molecular formula is C4H6N4, molecular weight is 110.1172, as common compound, the synthetic route is as follows.

To a mixture of 2,4-diaminopyrimidine (5.5 g, 0.05 mol, 1.0 eq.) and THF (200 ml) was added pyridinium tribromide (17.5 g, 0.055 mol, 1.1 eq) at 0 C. in three portions. The resulting mixture was stirred at about 0 C. for two hours, filtered and washed with THF (20 ml). The yellow solid was mixed with water (100 ml) and the resulting mixture was neutralized with 10% NaOH solution to a pH of about 7. Stirring was continued at room temperature for 30 minutes, after which the mixture was filtered, washed with water (2¡Á20 ml) and dried under vacuum at 50 C. to give 8.2 g (87%) of 2,4-diamino-5-bromo-pyrimidine as a white solid. 1H NMR, HPLC and LCMS analyses of this product are identical to the product described in Step 1 of Example 1.

The chemical industry reduces the impact on the environment during synthesis 156-81-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Anadys Pharmaceuticals, Inc.; US2007/117979; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 156-81-0 , The common heterocyclic compound, 156-81-0, name is Pyrimidine-2,4-diamine, molecular formula is C4H6N4, 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.

2-Bromo-l-(3-fluorophenyl)ethanone (10.9 g, 50 mmol) was added to a solution of 2,4- diaminopyrimidine (3.70 g, 34 mmol) in acetone (185 ml), and the mixture was heated to reflux for 6 h. The cooled suspension was filtered and the precipitate was washed with acetone (50 ml). The solid was re-suspended in water (35 ml) and NH40Haq. (25%, 50 ml), then it was collected over a glass fiber paper and the filtrate was washed with Iota?0 (75 ml). After drying under vacuum, the product was obtained (5.56 g, 72%) as a yellow solid.MS (m/z) = 229.1 [M+H+].

The synthetic route of 156-81-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ALVAREZ SANCHEZ, Ruben; BLEICHER, Konrad; FLOHR, Alexander; GOBBI, Luca; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; KUHN, Bernd; PETERS, Jens-Uwe; RUDOLPH, Markus; WO2011/117264; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

156-81-0, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 156-81-0, name is Pyrimidine-2,4-diamine. This compound has unique chemical properties. The synthetic route is as follows.

2-[(2-aminopyrimidin-4-yl)amino]-1,3-thiazole-5-carbonitrile (2-3) 2,4-Diaminopyrimidine, 2-1, (0.1 g, 0.908 mmol) was dissolved in DMF and then sodium hydride (0.036 g of a 60% dispersion, 0.908 mmol) was added and stirred for 15 minutes at 25 C. and then 2-chloro-1,3-thiazole-5-carbonitrile, 2-2, (0.131 g, 0.908 mmol) was added. This was heated at 100 C. for 2 hours. After this time the reaction was diluted with 4 mL of methanol and loaded onto a C18 prep lc column. The product, 2-3, was isolated via lyophilization from dioxane. 1H-NMR (DMSO): 8.42 ppm (s, 1H); 8.10 ppm (d, 1H); 6.45 ppm (d, 1H). 4,6-diaminopyrimidine hemisulfate, hemisulfate of 3-1, (0.10 g, 0.314 mmol) and diisopropylethylamine (0.122 g, 0.942 mmol) were suspended in n-butanol (1 mL) and then solid 2-chloro-1,3-thiazole-5-carbonitrile 2-2 (0.091 g, 0.628 mmol) was added and heated at 125 C. for 18 hours. The product 3-2 was purified on C18 preparative hplc and the product was isolated upon evaporation. Hi-Res MS: calc: 219.0448 found: 219.0448. 1H-NMR (DMSO): 8.36 ppm (s, 1H); 8.26 ppm (s, 1H); 7.20 ppm (s, 1H); 6.12 pm (s, 1H).

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 156-81-0, Pyrimidine-2,4-diamine.

Reference:
Patent; Bilodeau, Mark T.; Hartman, George D.; Hoffman JR., Jacob M.; Sisko, John T.; Manley, Peter J.; Smith, Anthony M.; Tucker, Thomas J.; Lumma JR., William C.; Rodman, Leonard; US2002/137755; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

156-81-0, 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 156-81-0, name is Pyrimidine-2,4-diamine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2-bromo-1-(5-bromo-2,4-dimethoxyphenyl)ethanone 7 (62 mg, 0.0.21 mmol) and pyrimidine-2,4-diamine 164a (20 mg, 0.18 mmol) in acetone (5 ml) was heated to reflux for 3h. The reaction mixture was cooled to room temperature: the white precipitate was filtered and washed with acetone. The precipitate was suspended in aqueous ammonia (10 mL) and stirred for 30 mins. The precipitate was filtered, washed with water. The solid was converted to HCl salt by treating it to dilute HCl. The precipitate obtained dried under reduced pressure to yield 2-(5-bromo-2,4-dimethoxyphenyl)imidazo[l,2-a]pyrimidin-7-amine hydrochloride 164a (18 mg, 44%) as an off-white solid. 1H NMR (300 MHz, DMSO-ifc): delta 8.54- 8.52(d, ./ 7.6 Hz, 1H), 8.22 (br s, 2H), 8.11 (s, 1H), 8,07 (s, 1H), 6.92(s, 3H), 6,71-6.68(d, J= 7,6 Hz, 1H), 4.03 (s, 3H), 3 ,97 (s, 3H). HPLC (Method 3} 97.8% (AUC), = 16.84 min; APCI MS m/z 351 [M +2+ i l l .

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 156-81-0, Pyrimidine-2,4-diamine.

Reference:
Patent; ONCOTHERAPY SCIENCE, INC.; MATSUO, Yo; HISADA, Shoji; NAKAMURA, Yusuke; CHAKRABARTI, Anjan; RAWAT, Manish; RAI, Sanjay; SATYANARAYANA, Arvapalli, Venkata; DUAN, Zhiyong; TALUKDAR, Arindam; RAVULA, Srinivas; DECORNEZ, Helene; (491 pag.)WO2017/58503; (2017); A1;,
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