Category: pyrimidines

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 954220-98-5, name is 2,4-Dichloro-5-fluoro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 954220-98-5

Step 2 To 28 (25 g, 138 mmol) in THF (250 mL) at 0 C was added 30 g of a 25%/wt NaO e in methanol solution (138 mmol). Allowed to warm to room temperature over 30 minutes. Concentrated the reaction in vacuo. Purified the residue by silica gel chromatography (0-20% acetone/hexane over 20 minutes) to provide 29 (12. 6 g, 52%).

With the rapid development of chemical substances, we look forward to future research findings about 954220-98-5.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STAMFORD, Andrew, W.; GILBERT, Eric, J.; CUMMING, Jared, N.; WO2012/138590; (2012); A1;,
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Electric Literature of 7752-72-9 ,Some common heterocyclic compound, 7752-72-9, molecular formula is C5H5ClN2O, 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.

50 ml of POCl3 was added dropwise to a solution of 14.5 g (0.1 mol) of 4-hydroxyl-5-chloro-6-methylpyrimidine in 50 mL of toluene, the mixture was refluxed for 5-7 h after addition. After the reaction was over by Thin-Layer Chromatography monitoring, the reaction mixture was concentrated under reduced pressure to remove toluene and extra POCl3, and then poured into ice water. The water phase was extracted with ethyl acetate (3*50 mL), the organic phases were merged, dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was purified through silica column (ethyl acetate/petroleum ether=1:5, as an eluent) to give14.43 g as yellow liquid with yield of 88.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7752-72-9, its application will become more common.

Reference:
Patent; Shenyang Sinochem Agrochemicals R&D Co., Ltd.; Liu, Changling; Guan, Aiying; Wang, Junfeng; Sun, Xufeng; Li, Zhinian; Zhang, Jinbo; Ban, Lanfeng; Ma, Sen; Lan, Jie; Xia, Xiaoli; Yang, Jinlong; (65 pag.)US2018/141961; (2018); A1;,
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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 74-69-1, name is 2-Methyl-4-pyrimidinamine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 74-69-1

[003611 Step A: 2-Methylpyrimidin-4-amine (0.41 g, 3.7 mmol) and (S)-1-(2-(tert- butyldimethylsilyloxy)- 1 -(4-chloro-3 -fluorophenyl)ethyl)-4-(2-(methylsulfonyl)pyrimidin-4- yl)pyridin-2( 1 H)-one (0.10 g, 0.19 mmol) were placed in sec-BuOH (1 mL), heated to 110C in a sealed tube for 18 hours, then poured into water, and extracted with DCM. The combined organic fractions were dried (MgSO4), filtered, and concentrated to give the crude product, which was purified by column chromatography (500:5 DCMJMeOH to remove impurity, then 500:15 for product) to give (8)-i -(2-(tert-butyldimethylsilyloxy)- 1 -(4-chloro-3 – fluorophenyl)ethyl)-4-(2-((2-methylpyrimidin-4-yl)amino)pyrimidin-4-yl)pyridin-2( 1 11)-one (0.034 g, 32% yield).

With the rapid development of chemical substances, we look forward to future research findings about 74-69-1.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; BLAKE, James F.; CHICARELLI, Mark Joseph; GARREY, Rustam Ferdinand; GAUDINO, John; GRINA, Jonas; MORENO, David A.; MOHR, Peter J.; REN, Li; SCHWARZ, Jacob; CHEN, Huifen; ROBARGE, Kirk; ZHOU, Aihe; WO2013/130976; (2013); A1;,
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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. 7226-23-5, name is 1,3-Dimethyltetrahydropyrimidin-2(1H)-one. A new synthetic method of this compound is introduced below., Safety of 1,3-Dimethyltetrahydropyrimidin-2(1H)-one

EXAMPLE 9 3-Cyclopentyl-2-(4-methylsulfanyl-phenyl)-N-thiazol-2-yl-propionamide A solution of diisopropylamine (3.2 mL, 23.16 mmol) in dry tetrahydrofuran (10.3 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (3.4 mL) was cooled to -78 C. under nitrogen and then treated with a 10M solution of n-butyllithium in hexanes (2.3 mL, 23.16 mmol). The resulting reaction mixture was stirred at -78 C. for 30 min and then treated dropwise with a solution of 4-(methylthio)phenylacetic acid (2.01 g, 11.03 mmol) in dry tetrahydrofuran (10.3 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (3.4 mL). The reaction mixture was allowed to stir at -78 C. for 1 h, at which time, a solution of iodomethylcyclopentane (2.55 g, 12.13 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was then stirred at -78 C. for 30 min and then allowed to warm to 25 C. where it was stirred for 24 h. The reaction mixture was quenched with water and then concentrated in vacuo to remove tetrahydrofuran. The remaining aqueous phase was acidified to pH=2 with a 10% aqueous hydrochloric acid solution and then extracted with ethyl acetate (1*200 mL). The organic layer was washed with a saturated aqueous sodium chloride solution (1*100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-methylsulfanyl-phenyl)propionic acid (1.01 g, 35%) as a cream solid: mp 91-93 C.; EI-HRMS m/e calcd for C15H20O2S (M+) 264.1184, found 264.1177.

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, 7226-23-5, 1,3-Dimethyltetrahydropyrimidin-2(1H)-one.

Reference:
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
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Adding a certain compound to certain chemical reactions, such as: 767-15-7, 2-Amino-4,6-dimethylpyrimidine, 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, HPLC of Formula: C6H9N3, blongs to pyrimidines compound. HPLC of Formula: C6H9N3

General procedure: For the synthesis of 2, the solution of sulfurisocyanatidic chloride (7.2mmol) in 20mL toluene was added to the solution of 1 (6.0mmol) in 20mL toluene dropwise at room temperature. The reactant was heated to 140C and then the reaction proceeded for 18h under reflux. Subsequently, the mixture was cooled down to room temperature and remaining sulfurisocyanatidic chloride was removed under reduced pressure, together with the solvent. Without further purification, the resulting yellow oil 2 was dissolved in 10mL anhydrous acetonitrile and after that it was added slowly to 5mmol of 3, which was also dissolved in 10mL anhydrous acetonitrile beforehead in ice bath. After stirring for 24hat room temperature, acetonitrile was removed under reduced pressure and saturated sodium bicarbonate was added to product 4. Product 5 precipitated easily and it was further purified by recrystallization from petroleum ether/acetone in 1:1 ratio in high yields. 15% hydrochloric acid was added to aqueous solution of 5 under stirring and corresponding acidified product 4 precipitated out easily in high yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,767-15-7, 2-Amino-4,6-dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Wu, Ren-Jun; Ren, Tongtong; Gao, Jie-Yu; Wang, Li; Yu, Qilin; Yao, Zheng; Song, Guo-Qing; Ruan, Wei-Bin; Niu, Cong-Wei; Song, Fu-Hang; Zhang, Li-Xin; Li, Mingchun; Wang, Jian-Guo; European Journal of Medicinal Chemistry; vol. 162; (2019); p. 348 – 363;,
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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. 696-07-1, name is 5-Iodouracil, the common compound, a new synthetic route is introduced below. COA of Formula: C4H3IN2O2

A suspension of 5-iodouracil (1.8g, 7.54mmol) in dry acetonitrile (15mL) was treated with N,O-bis(trimethylsilyl) acetamide (4.62mL, 18.87mmol) and left to stir until the solution became clear. A solution of a mixture of isoxazolidines 12, 13 (2.6g, 6.29mmol) in dry acetonitrile (15mL) and trimethylsilyl triflate (0.22mL, 1.25mmol) was then added, and the reaction mixture was stirred at room temperature overnight. After this time, the solution was carefully neutralized by the addition of 5% aqueous sodium hydrogen carbonate and then concentrated in vacuo. After addition of dichloromethane (20mL), the organic phase was separated, washed with water (2×10mL), dried with sodium sulfate, filtered, and concentrated. The 1H NMR spectrum of the crude reaction mixture showed the presence of beta-anomers (cis) as nearly exclusive adducts, whereas the alpha-anomers were present only in trace amounts. The residue was purified by MPLC on a silica gel column (cyclohexane/ethyl acetate, 7:3) to afford 14. Yellow oil, 3.65g, 90% yield. 1H NMR (500MHz, CDCl3): delta=8.90 (br s, 1H), 8.25 (s, 1H), 7.65 (dd, J=7.9, 1.4Hz, 4H), 7.49-7.37 (m, 6H), 6.01 (dd, J=7.5, 3.4Hz, 1H), 3.71 (dd, J=4.7, 2.0Hz, 2H), 2.96 (dt, J=13.7, 7.8Hz, 2H), 2.90-2.84 (m, 1H), 2.82 (s, 3H), 2.25-2.09 (m, 1H), 1.05 (s, 9H). 13C NMR (126MHz, CDCl3): delta=160.23, 150.15, 145.33, 135.69, 132.83, 130.10, 128.02, 83.84, 69.35, 67.65, 63.08, 44.85, 41.82, 26.95, 19.31. Anal. calcd for C25H30IN3O4Si: C, 50.76; H, 5.11; N, 7.10; found: C, 50.73; H, 5.12; N, 7.11.

The synthetic route of 696-07-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Romeo, Roberto; Giofre, Salvatore V.; Garozzo, Adriana; Bisignano, Benedetta; Corsaro, Antonino; Chiacchio, Maria A.; Bioorganic and Medicinal Chemistry; vol. 21; 18; (2013); p. 5688 – 5693;,
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Adding a certain compound to certain chemical reactions, such as: 50270-27-4, 2,4,6-Trichloropyrimidine-5-carbaldehyde, 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, 50270-27-4, blongs to pyrimidines compound. HPLC of Formula: C5HCl3N2O

To a solution of 2,4,6-trichloro-pyrimidine-5-carbaldehyde (2.5 g, 11.6 mmol) in EtOH (40 mL) cooled to -78 C was added N-benzyl-4-piperidinzyl-hydrazine dihydrochloride (3.3 g, 11.6 mmol) and TEA (5 mL). The mixture was stirred for 30 min at -78 C then 2 hr at 0 C. The solution was concentrated in vacuo without heating. To the reduced volume solution EtOAc and a sat NaHCO3 solution was added and the solution filtered over Celite.(TM). and separated. The organic layer was dried (MgSO4) and concentrated in vacuo without heating. Filtration over a small silica gel plug (EtOAc) and concentration afforded the desired product as a yellow solid (3 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,50270-27-4, its application will become more common.

Reference:
Patent; Wyeth; US2009/98086; (2009); 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. 24391-41-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

A mixture of 1e (30 mg, 0.095 mmol), 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5- carbonitrile (22 mg, 0.128 mmol) and TEA (0.05 ml, 0.360 mmol) in n-BuOH (3 mL) was stirred at reflux for 1.5 h. The reaction mixture was concentrated and purified by flash column chromatography eluting with MeOH/DCM to afford Compound 1 as a white solid (29 mg, yield: 64%). MS (m/z): 422.6 (M+H)+. 1H NMR (400 MHz, DMSO-d6) delta: 12.81 (s, 1H), 8.27-8.26 (m, 2H), 7.72-7.68 (m, 1H) , 7.64-7.41 (m, 5H), 6.88 (dd, J= 4.3, 1.7 Hz, 1H), 6.47 (dd, J = 4.3, 2.7 Hz, 1H), 4.72-4.65 (m, 1H), 4.12-4.06 (m, 1H), 3.96-3.89 (m, 1H), 2.35-2.15 (m, 2H) 2.06-1.83 (m, 2H).

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, 24391-41-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-guo; DAI, Guangxiu; XIAO, Kun; JIA, Hong; ZHANG, Zhulin; VENABLE, Jennifer Diane; BEMBENEK, Scott Damian; CHAI, Wenying; WO2014/15830; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 3993-78-0, 2-Amino-4-chloropyrimidine, 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, Product Details of 3993-78-0, blongs to pyrimidines compound. Product Details of 3993-78-0

4-(lH-indol-l-yl)pyrimidin-2-amine (15a). A mixture of 2-amino-4-chloropyrimidine (0.206g, 1.590mmol), indole (0.372g, 3.180mmol) and Cs2C03 (1.550g, 4.77 mmol) in anhydrous DMF (1.6 ml) was stirred in a Biotage microwave reactor for lh at 110 C. After cooling to room temperature, the reaction mixture diluted with water (5ml) and extracted with ethyl acetate (2 x 10ml). The combined organic extracts were dried over Na2S04 and the solvent removed under reduced pressure. Chromatography on silica gel using the FlashM aster 3 purification station (AcOEt/Hexane) afforded 15a (0.125 g, 0.593 mmol, 37%) as an off-white solid. 1H NMR (400 MHz, OMSO-d6) delta 8.78 (d, 1H, J = 8.28 Hz), 8.23 (d, J = 5.64 Hz, 1H), 8.03 (d, J = 3.64 Hz, 1H), 7.59 (d, J = 7.76 Hz, 1H), 7.27-7.22 (m, 1H), 7.17 (t, J = 7.36 Hz, 1H), 6.93 (d, J = 5.92 Hz, 1H), (bs, 2H), 6.74 (d, J = 3.60 Hz, 1H); HRMS (ESI-ve) calculated for Ci2Hn 4 (M+H)+ 211.0978, found 211.0979.

The synthetic route of 3993-78-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE INC.; LAWRENCE, Nicholas, J.; SEBTI, Said, M.; PIREDDU, Roberta; WO2012/135697; (2012); A2;,
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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. 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

A solution of Pd(PPh3 )2C12 (0.073 g, 0.12 mmol), 7 (0.19 g, 1.3 mmol), 8 (0.40 g, 1.2 mmol), and triethylamine (0.5 mL, 3.5 mmol) in DMF (5 mL) was purged for 5 min with argon and added CuI (0.022g, 0.12 mmol). The reaction mixture was heated for Ih at 80 0C and cooled to room temperature. The resulting mixture was concentrated and purified by silica gel chromatography (hexanes/EtOAc 100:0 to 90:10 gradient) to afford the title compound as a yellow solid (0.35 g, 67%).[0161] 1H NMR (500 MHz, DMSO-J6): delta 1.29 (d, J= 6.9 Hz, 6H), 2.38 (s, 3H), 3.47 (qn, J = 6.8 Hz, IH), 7.01 (d, J = 4.1 Hz, IH), 7.32 (t, J = IA Hz, IH), 7.47 (t, J = 1.6 Hz, IH), 7.50 (d, J = 8.4 Hz, 2H), 7.53 (d, J = 1.1 Hz, IH), 7.73 (d, J = 7.8 Hz, IH), 8.04 (d, J = 8.4 Hz, 2H), 8.12 (d, J = 4.0 Hz, IH) [0162] MS (ES+): m/z 450 (M+H)+

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, 934524-10-4, 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; TARGEGEN INC.; WO2009/55674; (2009); A1;,
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