Pyrimidines

Synthetic Route of 130838-36-7, 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 130838-36-7, name is 2,6-Dichloropyrimidine-4,5-diamine. This compound has unique chemical properties. The synthetic route is as follows.

This compound was synthesized in two steps starting from 2,6-dichloropyrimidine-4,5-diamine 5 (Axon MedChem BV, Groningen, Netherlands), according to the procedure described by Baenteli R.et al. [22]. Briefly, a sealed microwave vial was charged with a solution of 5 (400 mg, 2.25 mmol) in EtC(OEt)3 (8 mL) and heated at 160 C for 1 h. After cooling to RT, Et2O (10 mL) was added and the mixture was placed in an ice bath for 1 h. The intermediate product was filtered off and rinsed with ice-cold Et2O (10 mL). The solid wasadded to a sealed microwave vial charged with a mixture of NMP and t-BuNH2 (10 mL; 1/4 v:v), and the mixture was heated at 160 C for 2 h. After cooling to RT, the reaction mixture was partitioned between a saturated NaHCO3 aqueous solution (10 mL) and EtOAc (10 mL). Layers were separated and the aqueous layer was extractedwith EtOAc (2 20 mL). The combined organic layers were washed with brine (10 mL), dried over MgSO4 and concentrated under vacuum to an oily residue. Purification by flash chromatography (SiO2, DCM/MeOH, 98/2) yielded compound 6a (250 mg, 44%) as a white solid.

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 130838-36-7, 2,6-Dichloropyrimidine-4,5-diamine.

Reference:
Article; Daumar, Pierre; Zeglis, Brian M.; Ramos, Nicholas; Divilov, Vadim; Sevak, Kuntal Kumar; Pillarsetty, Nagavarakishore; Lewis, Jason S.; European Journal of Medicinal Chemistry; vol. 86; (2014); p. 769 – 781;,
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Pyrimidine – Wikipedia

Application of 74901-69-2, 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.74901-69-2, name is 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, molecular formula is C6H4Cl2N2S, molecular weight is 207.08, as common compound, the synthetic route is as follows.

1.1 (R)-2-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-3-methylbutan-1-ol (III-1) 7.2 g 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine (II) are placed in 36 ml dioxane, first 18 ml diisopropylethylamine, then 6.1 g (R)-(-)-2-amino-3-methyl-1-butanol are added. The reaction mixture is heated to 100 C. until there is no further reaction, and after cooling evaporated down. The residue is treated with petroleum ether/ethyl acetate (9:1) in the ultrasound bath and the solid is suction filtered and dried. 8.3 g (III-1) are obtained as a solid. Analytical HPLC (method A): RT=2.75 min

Statistics shows that 74901-69-2 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; Nickolaus, Peter; US2013/225609; (2013); A1;,
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Pyrimidine – Wikipedia

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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Reference of 1753-50-0 ,Some common heterocyclic compound, 1753-50-0, molecular formula is C5H2ClN3, 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.

To a solution of (S)-2-amino-4-(((R)-2-methoxypropyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid acetate (100 mg, 228 mumol) in 4:1 THF/H2O (2.5 mL) was added solid NaHCO3 (57 mg, 684 mumol) followed by 2-chloropyrimidine-5-carbonitrile (33 mg, 239 mumol). The resulting mixture was stirred at 70 C. for 1 h and then allowed to cool to rt. The mixture was adjusted to pH=6 by the addition of aq. 1 M HCl and then concentrated in vacuo. The resulting crude residue was purified by reverse phase prep-HPLC to give the title compound. LCMS (ESI+): m/z=482.3 (M+H)+. 1H NMR (400 MHz, Methanol-d4) delta ppm 8.48-8.64 (m, 2H) 7.21 (d, J=7.28 Hz, 1H) 6.42 (d, J=7.28 Hz, 1H) 4.41 (dd, J=6.62, 4.85 Hz, 1H) 3.71 (ddd, J=9.26, 6.06, 3.20 Hz, 1H) 3.36-3.41 (m, 2H) 3.32-3.34 (m, 1H) 3.33 (s, 2H) 3.26 (br dd, J=13.78, 6.73 Hz, 1H) 3.02-3.12 (m, 2H) 2.87-3.01 (m, 3H) 2.71 (t, J=6.06 Hz, 2H) 2.59 (br t, J=7.06 Hz, 2H) 2.22-2.32 (m, 1H) 2.06-2.16 (m, 1H) 1.88 (dt, J=11.52, 6.04 Hz, 2H) 1.72 (br s, 4H) 1.17 (d, J=6.17 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1753-50-0, its application will become more common.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
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Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 34289-60-6, name is 4,6-Dimethylpyrimidin-2-ol hydrochloride, the common compound, a new synthetic route is introduced below. COA of Formula: C6H9ClN2O

General procedure: To themixture of 2hydroxy(mercapto)4,6dimethylpyrimidine hydrochloride (0.0375 mol) and corresponding aldehyde (0.075 mol)in 100 mL of ethanol 7.5 mL of concentrated HCl was added.Reaction mixture was heated to reflux for 5 h, then cooled down,and the bright red hydrochloride precipitate was separated byfiltration and washed with acetone. To transform salt into freebase the precipitate was treated with 10% waterethanol solutionof K2CO3. Formed light yellow precipitate was separated byfiltration and dried in air.2Hydroxy4,6bis[2(4methylphenyl)vinyl]pyrimidine (5).Yield 85%, yellow powder, m.p. >250 . Found (%): C, 80.35;H, 6.08; N, 8.42. C22H20N2O. Calculated (%): C, 80.46; H, 6.14;N, 8.53. IR (nujol), nu/cm-1: 3434. 1 NMR (DMSOd6), delta: 3.43(s, 6 , 2 Me); 6.9 (s, 1 H, OH); 7.02 (d, 2 , 2 =, J = 15.3 Hz); 7.21 (s, 1 , pyrimidine); 7.42 (d, 4 , 2 64, J = 7.8 Hz); 7.68(d, 4 , 2 64, J = 7.8 Hz); 7.92 (d, 2 , 2 =, J = 15.3 Hz).

The synthetic route of 34289-60-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Komissarova; Lunegov; Mayorova; Shklyaeva; Abashev; Russian Chemical Bulletin; vol. 65; 9; (2016); p. 2291 – 2298; Izv. Akad. Nauk, Ser. Khim.; 9; (2016); p. 2291 – 2298,8;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 936643-80-0, name is 2-(Chloromethyl)pyrimidine hydrochloride, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-(Chloromethyl)pyrimidine hydrochloride

To methyl 2-(3-acetyl-5-hydroxy-1 H-indazol-1 -yl)acetate (1.80 g, 7.25 mmol) in CH3CN (75 mL) was added 2-(chloromethyl)pyrimidine hydrochloride (1.32 g, 7.98 mmol) and Cs2C03 (5.91 g, 18.13 mmol). The reaction mixture was stirred at 70C for 2 h. The reaction mixture was filtered and washed with CH3CN. The solvent was removed under reduced pressure and the crude residue was purified by flash column chromatography on silica gel (c-hexane/EtOAc 1 :1 to 1 :3). TLC, Rf (c-hexane/EtOAc 1 :3) = 0.35; MS (LC/MS): 340.9 [M+H]+, 363.0 [M+Na]+; tR (HPLC conditions e): 3.64 min.

The synthetic route of 936643-80-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; FLOHR, Stefanie; HOMMEL, Ulrich; LORTHIOIS, Edwige, Liliane, Jeanne; MAIBAUM, Juergen, Klaus; OSTERMANN, Nils; RANDL, Stefan, Andreas; VULPETTI, Anna; QUANCARD, Jean; WO2014/2052; (2014); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 57489-77-7, 5,7-Dichloropyrazolo[1,5-a]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, SDS of cas: 57489-77-7, blongs to pyrimidines compound. SDS of cas: 57489-77-7

To 5,7-dichloropyrazolo[l,5-a]pyrimidine (7.6 g, 40.4 mmol) in a sealed vessel was added NH4OH (100 mL). The vessel was then sealed and heated at 85C for 2.5 hours, at which time the consistency of the white solid had changed (from foamy white solid to free- flowing white solid). The vessel was removed from the heat source and allowed to cool to room temperature overnight. On cooling, the contents of the vessel were collected and dried by vacuum filtration giving 5-chloropyrazolo[l,5-a]pyrimidin-7-amine as a yellow-tinged white solid.

The synthetic route of 57489-77-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; MENG, Zhaoyang; REDDY, Panduranga Adulla P.; SIDDIQUI, M. Arshad; WO2012/47570; (2012); A1;,
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Application of 16879-53-1, 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. 16879-53-1, name is 2-Phenylpyrimidine-4-carboxylic acid. A new synthetic method of this compound is introduced below.

A solution of 150 mg of 2-phenyl-4pyrimidinecarboxylic acid in 1 mL of thionyl chloride was heated at 70 C. for 1 hr, cooled to room temperature and the excess thionyl chloride removed by evaporation under reduced pressure to yield 145 mg of 2-phenyl-4-pyrimidinecarboxylic acid chloride which was used in the next step without further purification or characterization.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16879-53-1, 2-Phenylpyrimidine-4-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Neurogen Corporation; US5594141; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 33097-13-1, 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. 33097-13-1, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

To the solution of 4,6-dichloro-2-(methylthio)-5-pyrimidinecarbonitrile (2.20 g, 10.0 mmol) in DMF (10 mL) was added 2,6-difluoroaniline (2.17 mL, 20.0 mmol). The solution was stirred at 50 0C for about 60 minutes. The mixture was slowly added into a solution of MeOH (20 mL) and water (30 mL). The resultant solid was filtered and washed with MeOH / H2O (20 mL, 1 : 1) to give 4-chloro-6-[(2,6-difluorophenyl)amino]-2-(methylthio)-5-pyrimidinecarbonitrile as a white solid (2.82 g, 90 %). LC-MS m/z 313 (M + H)+; 1H-NMR (CDCl3) delta 2.33 (s, 3 H), 6.94 (s, 1 H), 7.04 (m, 2 H), 7.35 (m, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33097-13-1, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/104917; (2006); A2;,
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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. 39551-54-7, name is 2,4-Dichloropyrido[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2,4-Dichloropyrido[3,2-d]pyrimidine

To a solution of 116E (50 mg, 0.22 mmol) and 2,4-dichloropyrido[3,2-d]pyrimidine (45 mg, 0.22 mmol) in THF (3 mL) was added N,N-diisopropylethylamine (0.12 mL, 0.67 mmol). After stirring at 80 C. for 18 h, the reaction was cooled to ambient temperature, diluted with EtOAc (25 mL), washed with water (25 mL) and brine (25 mL), dried over Na2SO4, and concentrated in vacuo. The residue was subjected to silica gel chromatography eluting with hexanes-EtOAc (0-100%) to provide 116F. LCMS (m/z): 350.06 [M+H]+; tR=1.09 min. on LC/MS Method A

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, 39551-54-7, 2,4-Dichloropyrido[3,2-d]pyrimidine.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Mackman, Richard L.; Metobo, Samuel E.; Mish, Michael R.; Pyun, Hyung-jung; Zablocki, Jeff; (175 pag.)US2016/289229; (2016); A1;,
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Pyrimidine – Wikipedia