Pyrimidines

Reference of 3934-20-1, Adding some certain compound to certain chemical reactions, such as: 3934-20-1, name is 2,4-Dichloropyrimidine,molecular formula is C4H2Cl2N2, 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 3934-20-1.

Example 2 Preparation of Intermediate 4-(4-chloro-pyrimidin-2-yl)-piperazine-1-carboxylic Acid Tert-Butyl Ester (I-2a): To a suspension of 2,4-dichloropyrimidine (1.00 g, 6.71 mmol) in 13.4 mL of toluene was added 4-methyl-piperazine-1-carboxylic acid tert-butyl ester (1.34 g, 6.71 mmol). The reaction was heated to reflux overnight, then cooled to room temperature and concentrated in vacuo. The residue was taken up in 20 mL of water and extracted with ethyl acetate (2*40 mL). The combined organic layers were washed with brine (25 mL), then dried over sodium sulfate, filtered, and concentrated in vacuo to an off-white solid. Flash column chromatography (silica gel, gradient elution from 5% ethyl acetate-hexanes to 20% ethyl acetate-hexanes) yielded 1.14 g of the title compound (I-2a). 1H NMR (400 MHz, CDCl3) delta 8.15 (d, 1H); 6.52 (d, 1H); 3.80 (m, 4H); 3.48 (m, 4H); 1.47 (s, 9H). MS (APCI+) Calc: 298, Found: 299.1 (M+1).

According to the analysis of related databases, 3934-20-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chiang, Phoebe; Novomisle, William A.; Welch JR., Willard M.; US2003/105106; (2003); A1;,
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Application of 3680-69-1 ,Some common heterocyclic compound, 3680-69-1, molecular formula is C6H4ClN3, 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 4-chloro-7H-pyrrolo[2,3-d] pyrimidine (15.4 g,0.100 mol) in tetrahydrofuran, 60% sodium hydride (8.0 g, 0.200 mol)was added in batches under ice bath. The reaction mixture was stirredunder ice bath for 0.5 h, and then chloromethyl pivalate (30.1 g,0.200 mol) was added to the mixture. Subsequently, the reaction wasstirred at room temperature for 1.5 h. After completed, the mixture waspoured into saturated ammonium chloride solution. The mixture wasextracted with ethyl acetate (50 ml×5), the organic layer was washedwith brine, dried over anhydrous Na2SO4, and then filtered and concentratedto yield 4 as a yellow solid (27.5 g, 85.0%). MS (ESI) m/z:268.4 [M+H]+

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. 3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jiang, Feng; Zang, Linghe; Miao, Xiuqi; Jia, Fang; Wang, Jie; Zhu, Minglin; Gong, Ping; Jiang, Nan; Zhai, Xin; Bioorganic and Medicinal Chemistry; vol. 27; 18; (2019); p. 4089 – 4100;,
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Reference of 96548-91-3, 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 96548-91-3, name is 2-Fluoropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-fluoropyrimidin-4-amine (1.94 g, 17.1 mmol), ethyl 4-chloro-2-phenylpyrimidine-5-carboxylate (3.0 g, 11.4 mmol) and cesium carbonate (5.57 g, 17.1 mmol, Aldrich) was heated to 85 C. for 18 h. The mixture was cooled to RT, diluted with H2O and extracted with CH2Cl2 (2*) and CHCl3 (2*). The combined organics were dried over Na2SO4, Filtered and concentrated. Purifications by flash chromatography (0?15?50% EtOAc/Hexanes) afforded the title product. MS m/z 340 (MH)+.

According to the analysis of related databases, 96548-91-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Andersen, Denise Lyn; Chang, Catherine H.; Falsey, James R.; Frohn, Michael J.; Hong, Fang-Tsao; Liao, Hongyu; Liu, Longbin; Lopez, Patricia; Retz, Daniel Martin; Rishton, Gilbert M.; Rzasa, Robert M.; Siegmund, Aaron; Tadesse, Seifu; Tamayo, Nuria; Tegley, Christopher M.; US2006/69110; (2006); A1;,
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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. 6972-27-6, name is 6-Chloro-1,3-dimethylpyrimidine-2,4(1H,3H)-dione, molecular formula is C6H7ClN2O2, 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. COA of Formula: C6H7ClN2O2

Step 2: 6-(hydroxyamino)-l,3-dimethylpyrimidine-2,4(lH,3H)-dione: A solution of Step 1 intermediate (10 g, 57.261 mmol), hydroxylamine hydrochloride (12.15 g, 176.361 mmol) and sodium acetate (33.81 g, 412.28 mmol) in isopropyl alcohol (280 ml) were refluxed for 4 h. The reaction mixture was concentrated under reduced pressure, diluted with water and stirred for 1 h. The precipitated solid was collected by filtration, washed with water (25 ml) and dried to obtain 9.56 g of the product as a pale brown solid; NMR (300 MHz, DMSO-i/6) delta 3.07 (s, 3H), 3.16 (s, 3H), 3.67 (s, 2H), 10.45 (br s, lH).

With the rapid development of chemical substances, we look forward to future research findings about 6972-27-6.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; CHAUDHARI, Sachin, Sundarlal; KUMAR, Sukeerthi; THOMAS, Abraham; PATIL, Nisha, Parag; KADAM, Ashok, Bhausaheb; WAGHMARE, Nayan, Taterao; KHAIRATKAR-JOSHI, Neelima; MUKHOPADHYAY, Indranil; WO2011/114184; (2011); A1;,
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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. 1193-21-1, name is 4,6-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4,6-Dichloropyrimidine

4,6-Dichloropyrimidine (190 mg, 1.28 mmol, 1.0 equiv.),157 mg p-anisidine (1.27 mmol, 1.0 equiv.), and 180 mg N,N-diisopropylethylamine (1.39 mmol, 1.1 equiv.) were introduced into a Falcon tube, dissolved in NMP, and filled up to a volume of 12.7 cm3 with NMP. The solution was reacted according to general procedure A at 160 Cusing a 4 cm3 coil at a flow rate of 0.5 cm3/min. Crude product was purified as described for the batch synthesis giving pyrimidine 1 as a white, fluffy solid in 81 % yield (243 mg, 1.03 mmol).

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, 1193-21-1, 4,6-Dichloropyrimidine.

Reference:
Article; Schoen, Michael; Dreier, Dominik; Schnuerch, Michael; Mihovilovic, Marko D.; Monatshefte fur Chemie; vol. 147; 3; (2016); p. 523 – 532;,
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Application of 81560-03-4, Adding some certain compound to certain chemical reactions, such as: 81560-03-4, name is 5-Bromo-2-(methylthio)pyrimidin-4(3H)-one,molecular formula is C5H5BrN2OS, 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 81560-03-4.

Example 11 Synthetic route

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. 81560-03-4, 5-Bromo-2-(methylthio)pyrimidin-4(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHOU, Changyou; ZOU, Wuxin; HUA, Yuxia; DANG, Qun; WO2011/133444; (2011); A1;,
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Application of 16357-83-8, 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. 16357-83-8, name is 4-Aminopyrimidine-5-carbaldehyde, molecular formula is C5H5N3O, 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.

General procedure: Appropriate substituted benzoyl hydrazine 4 (1 equiv) was added to a solution of intermediate 2 (1mmol) in ethanol (10mL). The reaction mixture was stirred for 3h at reflux under the condition of the presence of acetic acid as catalyzer, then poured into cold water and the resulting solid was collected by filtrated, washed with EtOH (10mL), and dried in the atmospheric pressure to give the desired title compounds A, B, and C.

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 16357-83-8, 4-Aminopyrimidine-5-carbaldehyde.

Reference:
Article; He, Haifeng; Xia, Hongying; Xia, Qin; Ren, Yanliang; He, Hongwu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5652 – 5661;,
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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.157335-93-8, name is 4,6-Dimethylpyrimidine-5-carboxylic acid, molecular formula is C7H8N2O2, molecular weight is 152.15, as common compound, the synthetic route is as follows.name: 4,6-Dimethylpyrimidine-5-carboxylic acid

step 9-To a mixture of A-5a (98 mg, assuming 100% purity, 0.21 mmol), 4,6-dimethyl-pyrimidine-5-carboxylic acid (48 mg, 0.32 mmol), EDCI (92 mg, 0.42 mmol), HOBt hydrate (65 mg, 0.48 mmol) at RT were added sequentially DCM (6 mL) and DIPEA (0.67 mL, 3.8 mmol). The mixture was stirred at RT overnight, quenched with saturated aqueous NaHCO3, and extracted with EtOAc. The combined extracts were dried (Na2SO4), filtered, and concentrated in vacuo. The residue was purified on a preparative SiO2 chromatography plate and developed with a solution of 60% DCM and 40% DCM/MeOH/28% aqueous NH4OH (60:10:1) to afford 40 mg of A-1 as a white powder: MS calc’d for C35H58N5O3 [M+H]+ 596; Found, 596.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,157335-93-8, 4,6-Dimethylpyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Roche Palo Alto LLC; US2009/281133; (2009); A1;,
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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. 862730-04-9, name is 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Synthesis of 1-isopropyl-3-(4-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (BA48); A solution of (4-Methoxyphenylboronic acid (17 mg, 0.11 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (30 mg, 0.10 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA48 (4.5 mg, 16% yield). ESI-MS (M+H)+ m/z calcd 284.1, found 284.1.

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, 862730-04-9, 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); 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. 5751-20-2, name is 2-(Methylthio)pyrimidin-4(3H)-one. A new synthetic method of this compound is introduced below., Product Details of 5751-20-2

B) 2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4(3H)-one To a solution of 2-(methylsulfanyl)pyrimidin-4(3H)-one (5.2 g) obtained in Step A in diethylene glycol dimethyl ether (50 mL) was added 1-methyl-1H-pyrazol-4-amine (4.1 g), the mixture was stirred overnight at 150°C, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give the title compound (5.4 g). 1H NMR(300 MHz, DMSO-d6) delta 3.79 (3H, s), 5.62-5.78 (1H, m), 7.45 (1H, s), 7.63-7.78 (1H, m), 7.89 (1H, s), 8.47-8.75 (1H, m), 10.77 (1H, dd, J = 15.5, 8.7 Hz). MS (ESI+) : [M+H]+192.1.

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, 5751-20-2, 2-(Methylthio)pyrimidin-4(3H)-one.

Reference:
Patent; Takeda Pharmaceutical Company Limited; TSUKAMOTO, Tetsuya; OHBA, Yusuke; YUKAWA, Takafumi; NAGAMIYA, Hiroyuki; KAMEI, Taku; TOKUNAGA, Norihito; SAITOH, Morihisa; OKABE, Atsutoshi; EP2832734; (2015); A1;,
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