Category: pyrimidines

Application of 131860-97-4, 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 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. This compound has unique chemical properties. The synthetic route is as follows.

Further screening experiments, using DMF as a solvent, were carried out as detailed below: Methyl (£)-2-{2-[6-chlororhoyrimidin-4-yloxy]ph.enyl}-3-methoxyacrylate (H) (6.4g of 45.2% strength solution in DMF) was charged to the reaction tube followed by further DMF (6.4 g), 2-cyanophenol (1.2g), potassium carbonate (1.5 mol equivalents) and the compound being tested as a catalyst (10 mol%). The reaction mixtures were held, with stirring, at 4O0C for 4hrs, then at 6O0C for 2 hrs. The reaction was monitored for loss of starting material and formation of product, throughout the hold periods, by Gas Chromatography. Results are recorded as area % levels of methyl (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3- methoxyacrylate (II) and methyl (2s)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3- methoxyacrylate (I) in the reaction mixture.The following systems were tested:TABLE 3The results are shown in Table 4 below:

According to the analysis of related databases, 131860-97-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA LIMITED; WO2008/43977; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 13036-50-5, name is 2-Chloro-4-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Chloro-4-phenylpyrimidine

A solution of 2-chloro-4-phenylpyrimidine (245 mg, 0.59 mmol), 2-amino-N,N-dimethylpropanamide hydrochloride (294 mg, 1.93 mmol) and DIPEA (0.673 mL, 3.86 mmol) in acetonitrile (2.0 mL) was heated to 100 C for 16 h. The reaction mixture was concentrated and dissolved in ethyl acetate (15 mL) and washed with water (3 x 10 mL). The aqueous layers were then combined and washed with ethyl acetate (2 x 15 mL). The organic layers were combined and concentrated in vacuo. The crude material was purified using silica chromatography with a gradient of 0-100 % (3:1 ethyl acetate:ethanol + 1 % triethylamine)/cyclohexane. The relevant fractions were combined and concentrated in vacuo to yieldN,N-dimethyl-2-((4-phenylpyrimidin-2-yl)amino)propanamide (238 mg, 0.880 mmol, 69% yield) as a white powder. LCMS (High pH, ES+ ): tR = 0.92 min, [M+H]+ 271.2. 1H NMR (400 MHz, CDCl3) delta 1.45 (d, J = 6.8 Hz, 3H), 3.01 (s, 3H), 3.17 (s, 3H), 5.15 (qd, J=6.8, 5.1 Hz, 1H), 6.05 (d, J=5.1 Hz, 1 H), 6.98 (d, J = 5.31 Hz, 1H), 7.43-7.49 (m, 3H), 7.96-8.03 (m, 2H), 8.33 (d, J = 5.3 Hz, 1H). 13C NMR (101 MHz, CDCl3) delta 18.4, 35.9, 37.1, 46.8, 106.9, 127.0, 128.7, 130.5, 137.5, 158.6, 161.6, 173.3. HRMS: (C15H18N4O) [M+H]+ requires 271.1553, found [M+H]+ 271.1553. numax (neat): 3257, 1654, 1563, 1530, 1412, 767, 695, 656, 628 cm-1.

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, 13036-50-5, 2-Chloro-4-phenylpyrimidine.

Reference:
Article; Law, Robert P.; Ukuser, Sabri; Tape, Daniel T.; Talbot, Eric P. A.; Synthesis; vol. 49; 16; (2017); p. 3775 – 3793;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 57489-77-7, 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 57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a well stirred 8-aminoquinoline (1 mmol) indry DMF (5 mL), sodium hydride (1.2 mmol, 60% in mineral oil) was added at 0 C.After 10 min stirring, the corresponding heterocyclic chloro compound (1.2mmol) was added and stirred for 10 min at rt then heated at 60 C for 5-12 h.Upon completion, the reaction mixture was poured into crushed ice and theresulting solid was filtered, washed with water and dried under vacuum. Thesolid was triturated with methanol and dried under vacuum to afford targetcompound as a solid.

According to the analysis of related databases, 57489-77-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kannan, Murugan; Raichurkar, Anandkumar V.; Khan, Fazlur Rahman Nawaz; Iyer, Pravin S.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 5; (2015); p. 1100 – 1103;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 1194-21-4, name is 2-Amino-6-chloropyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1194-21-4

PREPARATION 7 2-Amino-5-iodo-6-chloro-4-pyrimidinol To 1.45 grams (10.0 millimoles) of 6-chloro-isocytosine is added 15 ml. of dimethylformamide (DMF) and 2.27 grams (10.08 millimoles) of N-iodosuccinimide. With protection from external moisture, the mixture is heated on a steam bath for one-hour hour. The resulting brownish red solution is allowed to stand overnight at room temperature with continued exclusion of moisture. The solution is evaporated under reduced pressure and the residual solid azeotroped once with ethanol in vacuo. The resulting solid is triturated with glacial acetic acid. The insoluble solid is collected, washed with a small volume of glacial acetic acid, then with acetone. The solid is re-triturated with glacial acetic acid, collected, washed with acetone and air-dried. Yield, 1.50 g. Evaporation of the combined filtrate in vacuo, trituration of the residue with water, then acetone gives, after collecting and drying, 970 mg. of second-crop material. The first-crop material is crystallized twice from glacial acetic acid to give 540 mg. of 2-amino-5-iodo-6-chloro-4-pyrimidinol which decomposes at >270, has lambdamax0.1N NaOh 236 nm. (epsilon9,150); 285 nm. (epsilon6,200) and the infrared absorption below. NH/CH, 3380, 3300, 3190, 3130; O=O/C=C/C=N/NH deformation, 1670v.s., 1580, 1540; C–N/Other, 1320, 1215, 1010; Other, 910, 755 cm-1. Analysis Calcd. for: C4 H3 CllN3 O: C, 17.73; H, 1.11; Cl, 13.08; l, 46.83; N, 15.51. Found: C, 18.51; H, 2.24; Cl, 13.38; l, 46.50; N, 14.70.

With the rapid development of chemical substances, we look forward to future research findings about 1194-21-4.

Reference:
Patent; The Upjohn Company; US3932617; (1976); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1445-39-2, 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. 1445-39-2, name is 2-Amino-5-iodopyrimidine, molecular formula is C4H4IN3, 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.

646 mg (corresponding to 3.0 mmol) of 2-bromo-4′-hydroxyacetophenone and 668 mg (corresponding to 3.0 mmol) of 2-amino-5-iodopyrimidine were dissolved in 20 mL of acetonitrile. The resulting solution was refluxed in an oil bath at 110C for 8 hours. After the completion of the reaction, the reaction solution was cooled down to room temperature, and precipitates were filtered and recovered. The precipitates were washed with acetonitrile and dried under reduced pressure. The resulting crude crystals were suspended in a mixed solution of 10 mL of water and 10 mL of methanol. Then, about 15 mL of a saturated sodium hydrogencarbonate solution was added thereto, and the mixture was sonicated for 3 minutes using an ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, sufficiently washed with water, and dried under reduced pressure, to obtain 737 mg (corresponding to 2.19 mmol) of 2-(4′-hydroxyphenyl)-6-iodoimidazo[1,2-a]pyrimidine (Fig. 1-8, Step 2).

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 1445-39-2, 2-Amino-5-iodopyrimidine.

Reference:
Patent; NIHON MEDI-PHYSICS CO., LTD.; EP2019103; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 776-53-4, Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

To a suspension of LiA1H4 (10.53 g, 277.0 mmol, 2.2 equiv) in THF (500 mL) was added drop wise ethyl 4-amino-2-(methylthio)pyrimidine-5-carboxylate (26.8 g, 126.0 mmol, 1.0 equiv)10 in THF (500 mL) at 0C. The resulting mixture was stirred at 0C for 5 h. The reaction was quenched with 15% NaOH solution. The mixture was stirred for 1 h. The white precipitate was removed by filtration, washing with EtOAc. The filtrate was concentrated under vacuum to give 22 g (crude) of (4-amino-2-(methylthio)pyrimidin-5-yl)methanol as a white solid.

The synthetic route of 776-53-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRINCIPIA BIOPHARMA, INC.; VERNER, Erik; BRAMELD, Kenneth Albert; WO2015/120049; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 90213-67-5 , The common heterocyclic compound, 90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H5Cl2N3, 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.

General procedure: A solution of 1 (400 mg, 1.98 mmol) in anhydrous toluene (10 mL)was flushed with Ar and Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol), AsPh3(24.5 mg, 0.08 mmol) and the corresponding (arylethynyl)tributylstannane(2.38 mmol) were added. The mixture was stirred under Ar at 80 C for 2 h. After cooling, the mixture was poured into aq K2CO3 solution (0.5 M, 25 mL) containing CsF (50 mg), stirred for 30 min and then extracted with CHCl3. The extract was dried over Na2SO4, filtered and the CHCl3 removed on a rotary evaporator. The residue was purified by column chromatography (CHCl3) to afford 2a-h.

The synthetic route of 90213-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bucevicius, Jonas; Tumkevicius, Sigitas; Synthesis; vol. 47; 14; (2015); p. 2100 – 2112;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, 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, 302964-08-5, blongs to pyrimidines compound. Recommanded Product: 302964-08-5

Example 25; Procedure for the Preparation of Dasatinib Form T1E2-1 (Hemi-Ethanolate)A mixture of compound 1 (0.45 g, 1.14 mmol), N-(2-hydroxyethyl)piperazine (0.30 g, 2.30 mmol) and N-ethyldiisopropylamine (0.30 ml, 1.75 mmol) in DMSO (5 ml) was stirred at 60-65 C. for 2 hours. EtOH (30 ml) was slowly added at this temperature followed by H2O (40 ml). The solution was slowly cooled to 0-5 C. The product was filtered off and washed with ethanol (5 ml) and dried on the filter. Yield: 0.38 g.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,302964-08-5, its application will become more common.

Reference:
Patent; SIMO, Ondrej; Filipcik, Jiri; Martaus, Alexandr; Jegorov, Alexandr; Gavenda, Ales; Aronhime, Judith; Vraspir, Pavel; Koltai, Tamas; Faustmann, Jiri; Gabriel, Roman; US2009/118297; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 105742-66-3, Adding some certain compound to certain chemical reactions, such as: 105742-66-3, name is 4,5-Dichloro-2,6-dimethylpyrimidine,molecular formula is C6H6Cl2N2, 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 105742-66-3.

General procedure: A mixture of intermediates 8 (5 mmol), (2-phenyloxazol-4-yl)methanamines 4 (5 mmol), and anhydrous potassium carbonate (1.4 g, 10 mmol) were taken in a 1:1 DMF:Water (20 mL) and heated at 80 C for 3-4 h. The progress of reaction was monitored by TLC. After completion of reaction, the reaction mixture was poured into saturated saline and extracted with ethyl acetate (3 x 50 mL). The combined organic layers was dried over Na2SO4 and removed under reducing pressure to give the crude product. The residue was recrystallized from the mixture of petroleum ether (50 mL) and ethyl acetate (10 mL) to give pure target compounds 9 in 79-86% yield.

According to the analysis of related databases, 105742-66-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Ning; Huang, Ming-Zhi; Liu, Ai-Ping; Liu, Min-Hua; Li, Li-Zhong; Zhou, Chun-Ge; Ren, Ye-Guo; Ou, Xiao-Ming; Long, Chu-Yun; Sun, Jiong; Dang, Ming-Ming; Lan, Zhi-Li; Chemical Papers; vol. 74; 3; (2020); p. 963 – 970;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia