Category: pyrimidines

Related Products of 26830-94-4, 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. 26830-94-4, name is 2,6-Dichloropyrimidine-4-carbonyl chloride, molecular formula is C5HCl3N2O, 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.

To a solution of Compound 2 (26.13 g, 123.6 mmol) in Et20 (500 mL) was added a mixture of 0.5 M NH3 in dioxane (250 mL, 125 mmol) and DIPEA (22 mL, 126 mmol) dropwise over 50 min. After stirring at RT overnight the reaction mixture was concentrated in vacuo to give a residue that was purified by flash chromatography (Si02, 10-50% EtOAc/hexanes). The product obtained was triturated with 10 mL 10% EtOAc/hexanes and filtered to give 9.74 g (41%) of Compound 3 as an orange crystalline solid. ]H NMR (400 MHz, DMSO-d6): delta 8.40 (br s, 1H), 8.16 (br s, 1H), 8.10 (s, 1H). LC/MS: m/z= 192 [M+H]+ (Calc: 191).

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 26830-94-4, 2,6-Dichloropyrimidine-4-carbonyl chloride.

Reference:
Patent; PURDUE PHARMA L.P.; LYNCH, Stephen, M.; WO2015/112801; (2015); A1;,
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Related Products of 10070-92-5, 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 10070-92-5, name is Pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of pyrimidine-5-carbaldehyde (500 mg, 4.6 mmol) in MeOH (10 mL) at 0, was added NaBH4 (262 mg, 6.9 mmol) in one portion. The mixture was stirred at RT for 4 h. It was then washed with brine and extracted with EA. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated to give pyrimidin-5- ylmethanol as a white solid (456 mg, 89%). LC-MS (ESI): m/z (M+H) =111.13

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 10070-92-5, Pyrimidine-5-carbaldehyde.

Reference:
Patent; REMEDY PLAN, INC.; CRIMMINS, Gregory, Thomas; DE JESUS DIAZ, Dennise, Alexandra; BHURRUTH-ALCOR, Yushma; (483 pag.)WO2019/213570; (2019); A1;,
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Electric Literature of 91717-22-5 ,Some common heterocyclic compound, 91717-22-5, molecular formula is C10H16N4, 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.

In a 100 mL jar, 2-amino-4-piperidinyl-6-methylpyrimidine (0.001 mol) was added,Furfural (0.001 mol), dimethyl malonate (0.0015 mol), and p-xylene (30 mL) as the solvent,The reaction was terminated after 50 minutes in a microwave at 100C, and paraxylene was recovered under reduced pressure.Column chromatography (petroleum ether:ethyl acetate=4:1 V/V) gave the desired product.

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. 91717-22-5, 2-Amino-4-piperidino-6-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guizhou Institute Of Technology; Bai Song; Zhu Yunying; Wei Xian; Wu Qin; Zou Shuliang; Tang Qin; Gong Zhihai; Zhou Han; Zhou Hang; (14 pag.)CN108101855; (2018); A;,
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Reference of 49845-33-2, 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.49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, molecular weight is 193.9756, as common compound, the synthetic route is as follows.

[00235] Example 5.1 Synthesis of 4-({8-[(2,6-Difluorophenyl)amino]-9- cvclopentylpurin-2-yl) amino) frvms-cyclohexan-l-ol; [00236] 1. (2-Chloro-5-nitropyrimidin-4-yl’)cvclopentylamine; [00237] 2,4-Dichloro-5-nitropyrimidine (10.31 mmol, 2 g) and cyclopentylamine(10.31 mmol, 1.02 mL) were dissolved in THF (60 mL) and cooled to -78C. N5N- diisopropylethylamine (10.31 mmol, 1.8 mL) was added dropwise. The reaction mixture was stirred at -78C for about 45 minutes. The cooling bath was removed and the reaction mixture was stirred at room temperature for about 16 hours. After removal of the solvent the residue was redissolved in EtOAc and washed with water and brine. The organic phase was dried over MgSO4 and the solvent evaporated. The residue was purified using column chromatography (SiO2, 9:1 n-hexanes/ ethyl acetate) to give the desired product (2.11 g, 84% yield). ES-MS: 242 (M+l). When the hydrochloride salt of an amine is used in place of the cyclopentylamine described above, 2 to 3 equivalents of N,N-diisopropylethylamine and dichloromethane are used as solvent.

Statistics shows that 49845-33-2 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-5-nitropyrimidine.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2006/76595; (2006); A1;,
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Application of 55084-66-7, 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 55084-66-7, name is 4-Chloro-2-(methylthio)pyrimidine-5-carbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-chloro-2- (methylthio) pyrimidine-5-carbonyl chloride (35 g, 157 mmol) and Amberlyst A21 (6 g, 149 mmol) in ethyl acetate (250 mL) was heated to 40 C followed by the dropwise addition of a solution of 2,6-dichloroaniline (24.21 g, 149 mmol) in ethyl acetate (250mL) . The reaction mixture was heated at 40 C under a nitrogen atmosphere overnight. The resulting suspension was allowed to cool to room temperature and filtered. The isolated solids were taken up in hot tetrahydrofuran (100 mL) and filtered, repeating the process with theundissolved solid a further two times until most of the solid was dissolved. The combined filtrates were concentrated to dryness under reduced pressure to give a pale yellow solid. This was slurried in dichloromethane (100 mL) to give the title compound as a white solid(22.1 g, 42%) . ?H NMR (300 MHz, DMSO-d6) : 3 10.71 (s, 1H),8.82 (s, 1H), 7.62 (d, 2H), 7.43 (t, 1H), 2.60 (s, 3H) LCMS (Method C) : = 1.46 mm, m/z = 348 [M+H].

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 55084-66-7, 4-Chloro-2-(methylthio)pyrimidine-5-carbonyl chloride.

Reference:
Patent; ALMAC DISCOVERY LIMITED; HARRISON, Timothy; TREVITT, Graham; HEWITT, Peter Robin; O’DOWD, Colin Roderick; BURKAMP, Frank; WILKINSON, Andrew John; SHEPHERD, Steven D.; MIEL, Hugues; WO2015/92431; (2015); A1;,
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Related Products of 13544-44-0, 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. 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine, molecular formula is C4HCl2IN2, 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.

2) (R)-2-(2-chloro-5-iodopyrimidine-4-ylamino)propan-1-ol:; In the reaction of 2,4-dichloro-5-iodopyrimidine (3.0 g, 10.9 mmol) with (R)-2- amino-1-propanol (884 mg, 11.8 mmol) according to procedure 2, the desired product is obtained in 88 % yield (1.6 g) after chromatographic purification (silica gel, dichloromethane/methanol (0% to 20% methanol)).1H-NMR (300 MHz1 DMSO-D6): 5 1.10 (d, 3H), 3.35-3.45 (m, 2H), 4.05-4.15 (m, 1 H), 4.86 (t, 1 H), 6.56 (d, 1 H), 8.30 (s, 1 H).; Procedure 2 – Introduction of amine in the 4 position of the pyrimidine:; 5-bromo-2,4-dichloro-pyrimidine or 2,4-dichloro-5-iodo-pyrimidine (1.0 equiv.) is dissolved in acetonitrile (62.0 equiv.) and treated with triethylamine (1.2 equiv.) and the amine component (1.1 equiv.). After 24 hours at room temperature, the mixture is diluted with ethyl acetate. The organic phase is washed with saturated sodium chloride solution, 10 % aqueous citric acid solution and saturated sodium hydrogen carbonate solution. After drying over sodium sulphate and removal of the solvent, the purification is effected by chromatography.The reaction of 5-bromo-2,4-dichloro-pyrimidine or 2,4-dichloro-5-iodo- pyrimidine with amines, alcohols or thiols is also described in: a) U. Lucking, M. Krger, R. Jautelat, G. Siemeister, WO 2005037800; b) U. Lucking, M. Krueger, R. Jautelat, O. Prien, G. Siemeister, A. Ernst, WO 2003076437; c) T. Brumby, R. Jautelat, O. Prien, M. Schafer, G. Siemeister, U. Lucking, C. Huwe, WO 2002096888).

According to the analysis of related databases, 13544-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2007/71455; (2007); A1;,
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Pyrimidine – Wikipedia

Reference of 16019-33-3, Adding some certain compound to certain chemical reactions, such as: 16019-33-3, name is 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde,molecular formula is C6H4Cl2N2O, 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 16019-33-3.

2-(4,6-dichloropyrimidin-5-yl)acetaldehyde was dissolved in ethanol (0.55M). Triethylamine was then added to the reaction mixture (2 equiv) and stirred for ten minutes at room temperature. Tert-butylamine was then added (2 equiv) to the reaction mixture and heated (reflux, 90 C) overnight. The reaction mixture was then evaporated in vacuo. The crude mixture was then dissolved in 1 : 1 deionized water ethyl acetate and the organic layer was collected and concentrated. The organic extract was then purified using FCC (gradient of hexanes:ethyl acetate (95:5 to 80:20) to yield a yellow oil in 59.5% Yield. NMR matched literature (Andrews et al, Patent WO2012137089 Al, Prep 5). NMR (400 MHz, CDCh) delta 8.57 (s, 1H), 7.35 (d, J= 3.7 Hz, 1H), 6.49 (d, J= 3.7 Hz, 1H), 1.75 (s, 9H).

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. 16019-33-3, 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAN DIEGO STATE UNIVERSITY RESEARCH FOUNDATION; GUSTAFSON, Jeffrey L.; TOENJES, Sean Thomas; MADDOX, Sean M.; (69 pag.)WO2018/237134; (2018); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 698-29-3, 4-Amino-2-methylpyrimidine-5-carbonitrile, 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, 698-29-3, blongs to pyrimidines compound. SDS of cas: 698-29-3

A solution of 4-amino-2-methylpyrimidine-5-carbonitrile 1a (3.04g, 30mmol) and raney nickel (3.0g) in formic acid (20mL) was stirred at 80C for 4h. After this, the reaction mixture was filtered and washed with 10mL formic acid. The filtrate and washings were collected together and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel and eluted with ethyl acetate/petroleum ether (1:1, v/v) to give white solid 2a, which was used directly for the next step. Under this same condition, the intermediate compounds 2a and 2c were also prepared.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,698-29-3, its application will become more common.

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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Adding a certain compound to certain chemical reactions, such as: 22276-95-5, 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]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, Recommanded Product: 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, blongs to pyrimidines compound. Recommanded Product: 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

General Procedure 7 Step 2: Methyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate; To a solution of 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (15 g, 64.377 mmol) in THF (378 ml.) n-BuLi (1.4 M in hexanes, 96.56 ml_, 135.19 mmol) is added dropwise at -78 0C. The reaction solution is stirred for 30 min and then methyl chloroformate (4.73 ml_, 61.15 mmol) in THF is added at -78 0C and the reaction mixture is allowed to attain room temperature and is stirred for 3 h. The reaction is quenched with aq. NH4CI. The solvent is distilled off and the residual solution is extracted with EtOAc (3 x 300 ml_). The combined organic layer is washed with water (300 ml_), brine (300 ml_), dried over anhydrous Na2SO4 and concentrated in vacuo. The crude residue is purified by column chromatography to give methyl 4-chloro-7H- pyrrolo[2,3-d]pyrimidine-5-carboxylate as a pale yellow solid.1H-NMR (400 MHz, DMSO-d6): delta 13.3 (brs, 1 H), 8.69 (s, 1 H), 8.42 (s, 1 H), 3.82 (s, 1 H). ESI- MS (pos.): 21 1.8 (M+H).

The synthetic route of 22276-95-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CHEN, Yen Liang; DURAISWAMY, Jeyaraj; HALLER, Sarah; KEIM, Matthias; KONDREDDI, Ravinder Reddy; YIN, Zheng; WO2010/15643; (2010); 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. 63558-65-6, name is 4-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, 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. category: pyrimidines

To a stirred solution of 4-chloro-5-iodopyrimidine (300 mg, 1.248 mmol) in DMF (2 mL) was added cesium carbonate (813 mg, 2.496 mmol) and morpholine (0.435 mL, 4.99 mmol). The reaction was purged with N2, heated to 90 C for 12 hours and then concentrated to give the crude Intermediate 44, which was used directly in subsequent reaction. MS (ES): m/z = 292.1 [M+H]+. ‘H NMR (400 MHz, MeOD) delta ppm 8.69 (1 H, s), 8.56 (1 H, s), 3.76-3.86 (5 H, m), 3.61-3.71 (5 H, m). Intermediate 44 was used in the synthesis of Example 224.

With the rapid development of chemical substances, we look forward to future research findings about 63558-65-6.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; AUSTIN, Joel, Francis; SHARMA, Lisa, S.; BALOG, James, Aaron; HUANG, Audris; VELAPARTHI, Upender; DARNE, Chetan, Padmakar; SAULNIER, Mark, George; WO2012/15723; (2012); A1;,
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