Pyrimidines

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. 591-55-9, name is 5-Aminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 591-55-9

Example 52: (R)-3-(l-Phenyl-cycloheptanecarbonyIoxy)-l-(pyrimidin-5- ylcarbamoylmethyl)-l-azonia-bicyclo[2.2.2]octane chloridea) 2-ChloiO-/V-pyrimidin-5-yl-acetamide 5-Aminopyrimidine (450 mg) was suspended in DCE (2 mL) and acetonitrile (2 mL) : microwave vial. Chloroacetyl chloride (0.377 mL) was added with stirring. The vial sealed and the reaction mixture was heated in the microwave at 800C for 5 minutes. T solid was filtered off, washed with acetonitrile (2 x 5 mL), DCE (2 x 5 mL) and penta x 30 mL) and then partioned between saturated sodium bicabonate and DCE (50 mL/* mL ) ensuring the aqueous layer was still basic. The organic layer was separated and t aqueous layer was extracted with DCE (2 x 75 mL). The combined organic layer was over magnesium sulfate and evaporated to give the sub-titled compound (200 mg) as i yellow solid.1H NMR (400 MHz, DMSO-D6): delta 10.71 (s, IH), 9.00 (s, 2H), 8.93 (s, IH), 4.35 (s, _

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, 591-55-9, 5-Aminopyrimidine.

Reference:
Patent; ASTRAZENECA AB; ARGENTA DISCOVERY LIMITED; WO2009/138707; (2009); A1;,
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137234-74-3, Adding a certain compound to certain chemical reactions, such as: 137234-74-3, 4-Chloro-6-ethyl-5-fluoropyrimidine, 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, 137234-74-3, blongs to pyrimidines compound.

To the stirred solution of 4-chloro-6-ethyl-5-fluoro pyrimidine 1 (10 gm, 62.50 mmol) in CCl4 (150 mL) was added N-bromosuccinimide (12.7 gm, 71.35 mmol) and AIBnu (511 mg, 3.12 mmol). The reaction mixture was refluxed for 4 hrs at 75 C. The progress of the reaction was monitored by TLC. The reaction mixture then diluted with DCM (500 mL) and washed successively with water, sodium meta bisulphite (100 mL) solution, water and brine solution. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the bromide 2 as yellowish oily syrup (14 gm, 58.58 mmol, 94%). 1H NMR (CDCl3, 500 MHz): 2.10 (d, 3 H), 5.40 (q, 1 H), 8.80 (s, 1 H). Mass: 241(M++2)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,137234-74-3, its application will become more common.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; WO2008/64311; (2008); A2;,
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A common compound: 1004-38-2, name is 2,4,6-Triaminopyrimidine,molecular formula is C4H7N5, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 1004-38-2

EXAMPLE 1 2,4-Diaminopyrido[2,3-d]pyrimidine-6-carboxaldehyde (III) Phosphorus oxychloride (27.5 ml, 46.0 g, 300 mmol) was added over 15 minutes with stirring to N,N-dimethylformamide (11.0 g, 150 mmol), which was cooled with an ice bath. After stirring at room temperature for 1 hour, the reaction mixture was treated with bromoacetic acid (13.9 g, 100 mmol). The resulting solution, protected by a calcium chloride tube was heated at 92 C. for 10 hours and evaporated to dryness in vacuo. The colored oil (~30 g) was dissolved in water (1000 ml), and the solution was neutralized with 50% sodium hydroxide to pH 7. After addition of 2,4,6-triaminopyrimidine (5.00 g, 40.0 mmol), the solution was refluxed for 3 hours and filtered hot through a fluted filter. The filtrate was cooled and the solid that precipitated was collected by filtration and dried in vacuo over P2 O5: yield, 2.53 g (33%). Mass spectrum, m/e 189 (M+). HPLC [ 0.1 M NH4 OAc (pH 3.6) –CH3 OH (9:1)] indicated that this product was 86% pure. A sample (200 mg) was dissolved in 0.1 N HCl (15 ml) and diluted with acetone (225 ml) to precipitate impure III: yield, 91 mg. The filtrate was evaporated to dryness under reduced pressure and the residue was dried in vacuo over P2 O5 to give compound III:

With the rapid development of chemical substances, we look forward to future research findings about 1004-38-2.

Reference:
Patent; Southern Research Institute; US4431805; (1984); A;,
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A common compound: 1722-12-9, name is 2-Chloropyrimidine,molecular formula is C4H3ClN2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 1722-12-9

General procedure: The Buchwald-Hartwig amination reaction under microwave irradiation was conducted in a CEM Discover apparatus. A 10-mL Teflon vessel was charged with 1.0 mmol of hetero-aryl halide, 3.0 mmol of amine, 2.0 of mmol base, 0.05 mmol of Pd(OAc)2 , 0.10 mmol of LHX, and 2.0 mL of solvent. The mixture was irradiated at 150 W at 100 C for the specified time and then allowed to cool. The reaction mixture was extracted 3 times with diethyl ether, and the combined organic extracts were washed with water, dried (MgSO4) , and evaporated to dryness. Purification of the residue by flash chromatography on silica gel afforded the pure products.

With the rapid development of chemical substances, we look forward to future research findings about 1722-12-9.

Reference:
Article; Yang, Liangru; Bian, Huanyu; Mai, Wenpeng; Mao, Pu; Xiao, Yongmei; Wei, Dong; Qu, Lingbo; Turkish Journal of Chemistry; vol. 39; 1; (2015); p. 121 – 129;,
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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. 130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one, the common compound, a new synthetic route is introduced below. 130049-82-0

Example 4; Preparation of Crude Paliperidone Using N,N-Dimethyl Amino Pyridine (DMAP)A 100 ml Flask equipped with a mechanical stirrer, reflux condenser was charged with CMHTP (7.15 gm), FBIP.HCl (5 gm), diisopropyl ethyl amine (6.5 gm), 4-N,N-dimethyl amino pyridine (0.125 gm) and methanol (50 ml) and stirred at room temperature. The reaction mixture was then refluxed at 60-70 C. for 8 to 10 hr. After completion of the reaction the reaction mixture was cooled to 0 C. and the product obtained was filtered and suck dried. The wet product was dried under vacuum at 50-55 C.Crude Paliperidone: 99.7%N-Oxide Impurity: 0.06%Carboxylate impurity: Not detected

Statistics shows that 130049-82-0 is playing an increasingly important role. we look forward to future research findings about 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one.

Reference:
Patent; ORCHID CHEMICALS & PHARMACEUTICALS LTD.; US2012/165527; (2012); A1;,
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171887-03-9 , The common heterocyclic compound, 171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, molecular formula is C5H4Cl2N4O, 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.

5.7 mmol) and DIPEA (2.6 mL; 15.2 mmol) were added to a solutionof 3-amino-1-trityloxymethylphospholane 1-oxide 15 (1.5 g;3.8 mmol) in n-butanol (50 mL). The reaction mixture was stirredfor 40 h at 130 C and evaporated. 3-(2-Amino-6-chloropurine-9-yl)-1-trityloxymethylphospholane 1-oxide 23 was purified bychromatography on silica gel (first isocraticwash with 50% acetone/toluene, second elution with gradient of 0e10% ethanol in chloroform).ESI-MS calcd for C29H28ClN5O2P (M H) 544.2, 546.2 found544.1, 546.1.

According to the analysis of related databases, 171887-03-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pav, Ond?ej; Bud??insky, Milo?; Rosenberg, Ivan; Tetrahedron; vol. 73; 34; (2017); p. 5220 – 5228;,
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147118-37-4, 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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE-6PREPARATION OF tert-BUTYL 2-[(4R,6-2,2-DIMETIIYL-6-[(E)-2-[4-(4- FLUOROPHENYL)-6-ISOPROPYL-2-[N-METHYL(N-METHYLSULFONYL)-AMINOIPYRIMIDIN-5-YL]VINYLI-1,3-DIOXAN-4-YLIACETATE [DIPROTECTED ROSUVASTATIN)A mixture of 4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonyl arnino)pyrimidine-5-ylcarboxaldehyde (50 g, 0.142 mole) and chiral diol sulphone (62.82 g, 0.142 mole) was dissolved in tetrahydrofuran (750 ml) at 40-45C. The above reaction mass was cooled to -75 to -80C and thereafter potassium tertbutoxide (22.33 g, 0.199 mole) was dissolved in tetrahydrofuran (100 ml) slowly at -80C to -75C over a period of 45 mi Stirring was continued till pyrimidine carboxaldehyde was consumed (-1 h) and the progress of reaction was monitored by HPLC. After completion of the reaction, 20% aqueous ammonium chloride solution (500 ml) was added to the reaction mass at -75 to -80C. Thereafter, temperature was raised to 20-30C. The product was extracted with ethyl acetate (2 x 250 ml), washed with 10% w/w aqueous sodium chloride (500 ml) and solvent was evaporated under reduced pressure at 40-45C. Thereafter, methanol (750 ml) was added to the concentrated mass and heated to 60-65C to obtain a clear solution. It was cooled to 0-5C and the title compound was isolated by filtration.Yield: 65 gChroinatographic Purity (by HPLC): 99%

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 147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide.

Reference:
Patent; AUROBINDO PHARMA LIMITED; NANDI, Sukumar; HANDA, Vijay Kumar; GONA, Balanarasimha Reddy; KANKANALA, Shanthan Kumar Reddy; MEENAKSHISUNDERAM, Sivakumaran; WO2014/108795; (2014); A2;,
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113583-35-0, 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.113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, molecular formula is C7H10N2O4S, molecular weight is 218.23, as common compound, the synthetic route is as follows.

EXAMPLE 25 Preparation of Benzyl 5-[(4,6-Dimethoxypyrimidin-2-yl)oxy]2-methylindol-4-carboxylate (Compound No. 664) A mixture comprising 2.2 g of benzyl 5-hydroxy-2-methylindol-4-carboxylate, 1.7 g of 4,6-dimethoxy-2-methylsulfonylpyrimidine and 1.3 g of potassium carbonate in 20 ml of N,N-dimethylformamide, was heated and stirred at a temperature of from 70 to 80 C. for two hours. The mixture was returned to room temperature, then poured into ice water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate. The residue obtained by concentration under reduced pressure, was crystallized from isopropyl ether to obtain 2.8 g (yield: 85%) of the desired product. mp: 135-139 C.

Statistics shows that 113583-35-0 is playing an increasingly important role. we look forward to future research findings about 2-Methanesulfonyl-4,6-dimethoxypyrimidine.

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; Ihara Chemical Industry Co., Ltd.; US5616537; (1997); A;,
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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. 74-69-1, name is 2-Methyl-4-pyrimidinamine. This compound has unique chemical properties. The synthetic route is as follows. 74-69-1

[00119] t-BuOK (1.00 M in THF, 84 mL, 84 mmol) was added to a stirring mixture of 2-bromo-4 chloropyridine (14.0 g, 72.7 mmol), 2-methylpyrimidin-4-amine (6.1 g, 55.9 mmol), Pd(dppf)C12 (0.82 g, 1.12 mmol), and dppf (2.48 g, 4.47 mmol) in toluene (204 mL). The reaction mixture was allowed to stir at 110 C for 16 h under a nitrogen atmosphere, then was allowed to cool to rt and concentrated. The crude compound was purified by column chromatography to provide N-(4-chloropyridin-2-yl)-2- methylpyrimidin-4-amine (10 g, 8 1%). LCMS (FA): m/z = 221.0 (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, 74-69-1, 2-Methyl-4-pyrimidinamine.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CULLIS, Courtney A.; D’AMORE, Natalie; FLEMING, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Krista E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen G.; VOS, Tricia J.; XU, He; YE, Yingchun; WO2015/108881; (2015); 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. 113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, molecular formula is C7H10N2O4S, 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. 113583-35-0

Example 3 Methyl 2-(4,6-dimethoxy-pyrimidin-2-yloxy)-3-methoxy-3,3-diphenylpropionate 2.86 g (10 mmol) of methyl 2-hydroxy-3-methoxy-3,3-diphenylpropionate were dissolved in 40 ml of dimethylformamide, and 0.3 g (12 mmol) of sodium hydride was added. The mixture was stirred for 1 h and then 2.2 g (10 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine were added. After stirring at room temperature for 24 h, cautious hydrolysis was carried out with 10 ml of water, the pH was adjusted to 5 with acetic acid, and the solvent was removed by distillation under high vacuum. The residue was taken up in 100 ml of ethyl acetate, washed with water and dried over magnesium sulfate, and the solvent was distilled out. The residue was mixed with 10 ml of ether, and the resulting precipitate was filtered off with suction. After drying, 3.48 g (82%) of a white powder remained. Melting point 81 C.

The chemical industry reduces the impact on the environment during synthesis 113583-35-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BASF Aktiengesellschaft; US5932730; (1999); A;,
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Pyrimidine – Wikipedia