Month: March 2022

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. 99420-75-4, name is 5-Methylpyrimidine-2-carboxylic acid, molecular formula is C6H6N2O2, 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. Recommanded Product: 99420-75-4

To a solution of 5-methylpyrimidine-2-carboxylic acid (102 mg, 0.742 mmol) and diisopropylethylamine (288 mg, 2.226 mmol) in tetrahydrofuran (4 ml_) at 20 C was added 1 -[b/s(dimethylamino)methylene]- 7/-/-1 ,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (423 mg, 1 .1 13 mmol). The reaction mixture was stirred for 20 minutes before a solution of 5-(3-fluorobenzyl)pyridin-2-amine (150 mg, 0.742 mmol) in tetrahydrofuran (1 .0 ml_) was added. The reaction solution was heated to 90 C and stirred for 1 h. The volatiles were removed under reduced pressure and the residue was added to a mixture of dichloromethane (50 ml_) and water (50 ml_). The organic layer was collected, dried over sodium sulfate, filtered and concentrated. The crude sample was dissolved in minimal A/,A/-dimethylformamide and purified by prep-HPLC (Boston C18 21 *250 mm 10 pm column. The mobile phase was acetonitrile/10 mM ammonium acetate aqueous solution) to give A/-(5-(3-fluorobenzyl)pyridin-2-yl)-5-methylpyrimidine-2-carboxamide (150 mg, 0.47 mmol, 63%) as a white solid. 1 H NMR (400 MHz, Dimethylsulfoxide-c/6) d 10.44 (s, 1 H), 8.90 (s, 2H), 8.34 (s, 1 H), 8.19 (d, J = 8.0 Hz, 1 H), 7.79 (q, J = 2.6 Hz, 1 H), 7.34 (q, J = 2.6 Hz, 1 H), 7.01 -7.14 (m, 3H), 3.99 (s, 2H), 2.40 (s, 3H); LCMS (ESI) m/z: 323.0 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 99420-75-4.

Reference:
Patent; YUMANITY THERAPEUTICS, INC.; LE BOURDONNEC, Bertrand; LUCAS, Matthew; OZBOYA, Kerem; PANDYA, Bhaumik; TARDIFF, Daniel; TIVITMAHAISOON, Parcharee; WRONA, Iwona; (475 pag.)WO2019/183587; (2019); 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. 87253-62-1, name is 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. name: 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylic acid

General procedure: In 25ml RB flask to a solution of Compound 9 (200 mg) in dry DMF (5ml), EDCI (250 mg, 1.25eq) and DMAP (130 mg,1eq) were added followed by addition of Sulfonamide (1eq). RM was stirred at RT for 4hrs. Solvent from the reaction mixture was evaporated. To the residue water was added and acidified with 6N HCl, solid precipitated out. Solid was filtered and dried. Crude solid was purified by flash chromatography eluating with 4-8% MeOH/DCM as solvent system to give pure product.

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, 87253-62-1, 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylic acid.

Reference:
Article; Patil, Vikas; Kale, Manoj; Raichurkar, Anandkumar; Bhaskar, Brahatheeswaran; Prahlad, Dwarakanath; Balganesh, Meenakshi; Nandan, Santosh; Shahul Hameed; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2222 – 2225;,
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. 15598-33-1, name is 4,6-Dichloro-5-fluoropyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H2Cl2FN3

C. Preparation of 5-Fluoro-6-chloro-2,4-pyrimidinediamine (5) 5-Fluoro-4,6-dichloro-2-pyrimidineamine (4) (204 mg, 1 mmol) and ammonium hydroxide (15 ml) were charged to a sealed tube and ethanol (1.5 ml) added. The tube was heated at 100 C. for 24 hours. The solution was concentrated. The residue was absorbed on silica gel and chromatographed (elution with ethyl acetate), yielding (5) as a white powder (118 mg, 65%): MS (70 eV, EI) m/z (relative intensity) 162 (M+, 100), 43 (92), 164 (33), 127 (29), 135 (16). Exact Mass Calcd for C4 H4 N4 ClF: 162.0108. Found: 162.0100.

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, 15598-33-1, 4,6-Dichloro-5-fluoropyrimidin-2-amine.

Reference:
Patent; The Upjohn Company; US5373012; (1994); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

Step 1.1 : (preparation of a compound of formula (X)) 4,6-Dichloro-2-methylsulfanylpyrimidine-5-carbonyl chloride 10 g of 4,6-dichloro-2-methylsulfanylpyrimidine-5-carboxylic acid (41.83 mmol) are placed in 61 ml of thionyl chloride (836.54 mmol) with stirring. After 18 hours at 80C, the thionyl chloride is evaporated off and the residue is taken up twice with 15 ml of toluene and concentrated to give 10.77 g of 4,6-dichloro-2-methylsulfanylpyrimidine-5-carbonyl chloride.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; SANOFI; BRAUN, Alain; CRESPIN, Olivier; FORICHER, Yann; MARCINIAK, Gilbert; MUZET, Nicolas; NICOLAI, Eric; PASCAL, Cecile; VIVET, Bertrand; VIVIANI, Fabrice; WO2013/111106; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 70227-50-8, 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. 70227-50-8, name is 2-(tert-Butyl)-4-chloro-5-nitropyrimidine, molecular formula is C8H10ClN3O2, 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 stirred solution of compound O.5 (12 g, 55.7 mmol) in methanol (96 mL) was added ammonium hydroxide solution (156 mL) at 0-5 C. The reaction was warmed to RT and stirred overnight. The mixture was concentrated in vacuo, and the residue was dissolved in water and extracted with DCM. The organic layer was dried (Na2SO4) and concentrated in vacuo to afford compound O.6, 2-tert-butyl-5-nitropyrimidin-4-amine, as a light green solid (8.4 g, 77%). 1H NMR (CDCl3, 200 MHz) delta 9.2 (s, 1 H), 7.8 (br. s, 1 H), 6.0 (br. s, 1 H), 1.38 (s, 9 H); LCMS: m/z 197.0 [M+1]+.

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 70227-50-8, 2-(tert-Butyl)-4-chloro-5-nitropyrimidine.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; US2009/36419; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 17180-94-8, 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 17180-94-8, name is 5-Chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis 193-(5-Chloro-pyrimidin-4-yl)-3-hydroxy-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl estern-Butyl lithium (2.5 , 1.2 mL, 3.00 mmol) was added dropwise to a solution of diisopropylamine (0.406 mL, 3.0 mmol) in THF (5 mL) at 0C under nitrogen and stirred for 30 minutes. The mixture was then added to a solution of 3-oxo-8-aza- bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (0.675 g, 3.0 mmol) and 5- chloropyrimidine (0.343 g, 3.0 mmol) in THF (1.5 mL) and stirred at 0C for 1 hour. Water and ethyl acetate were added, the organics separated, dried over sodium sulphate, filtered and the solvent removed by evaporation under vacuum. The residue was purified by flash chromatography on silica eluting with 20-30% ethyl acetate/cyclohexane. The fractions containing the desired product were concentrated under vacuum to give the title compound (0.14 g). LCMS m/z 340.3 [M+H]+. R.T. = 3.70 min (Analytical Method 3).

According to the analysis of related databases, 17180-94-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF EDINBURGH; WEBSTER, Scott, Peter; SECKL, Jonathan, Robert; WALKER, Brian, Robert; WARD, Peter; PALLIN, Thomas, David; DYKE, Hazel, Joan; PERRIOR, Trevor, Robert; WO2011/135276; (2011); A1;,
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 499195-60-7, name is Ethyl 4-(2-chloropyrimidin-4-yl)benzoate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Ethyl 4-(2-chloropyrimidin-4-yl)benzoate

Step I : Preparation of ethyl 4-(2-((4-(4-(6-oxa-3-azabicyclo[3.1.1]heptan-3- yl)piperidin- 1 -yl)phenyl)amino)pyrimidin-4-yl)benzoate. Placed ethyl 4-(2-chloropyrimidin-4-yl)benzoate [4.37 g, 16.64 mmol] in rb flask followed by DMA [60 mL]. To this, 4-(4-(6-oxa-3-azabicyclo[3.1.1]heptan-3- yl)piperidin-l-yl)aniline (Amine 17) [3.5 g, 12.80 mmol], cesium carbonate [6.26 g, 19.20 mmol], BINAP [1.19 g, 1.92 mmol] and bis triphenyl phosphie Pd (Il)dichloride [1.34 g, 1.92 mmol] was added at 25C under N2 atm. The mixture was heated to 90C for 16 h. After completion of reaction mixture was quanched in water, compound was extracted with ethyl acetate (50 mL X 4), Combined the organic layers and washed with water and brine soln. The organic layer was dried over Na2S04, filtered and concentrated under reduced pressure to afford desired product as light yellow solid. Title compound was characterised by spectral analysis. ESI-MS : 500.30 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 499195-60-7.

Reference:
Patent; CADILA HEALTHCARE LIMITED; DESAI, Ranjit, C.; DESAI, Jigar; PATEL, Pankaj; WO2015/19365; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 923282-39-7 ,Some common heterocyclic compound, 923282-39-7, molecular formula is C6H5ClN4, 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.

Compound 13.1 (100 mg, 0.59 mmol, 1.00 eq.) was dissolved in 5 mL of CH3CN. Then Na2C03 (190 mg, 1.79 mmol, 3.00 eq.) and compound 1.2 (229 mg, 0.89 mmol, 1.50 eq.) were added. The reaction was stirred overnight at 80 C in an oil bath. The resulting mixture was concentrated in vacuo, diluted with 10 mL of H20 and extracted with 3×20 mL of EtOAc. Organic layers were combined and concentrated in vacuo. The crude product was purified by preparative HPLC to furnish 150 mg (80%) of I-13 as a white solid. LC-MS (ESI, m/z): [M+H]+ = 317; 1H- NMR (400 MHz, MeOD): delta 8.23 (s, 1H), 7.88 (s, 1H), 4.86 (s, 1H), 4.20-4.35 (m, 8H), 3.73-3.75 (d, 3H), 3.33 (s, 1H), 2.64-2.66 (d, 3H), 2.32-2.38 (m, 4H), 2.21-2.24 (s, 2H), 1.95-2.11 (m, 4H), 1.44-1.61 (m, H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,923282-39-7, its application will become more common.

Reference:
Patent; NIMBUS IRIS, INC.; ROMERO, Donna; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; BOYCE, Sarah; (135 pag.)WO2017/4133; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3438-55-9, 5-Bromo-4-chloro-6-methylpyrimidine, 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, 3438-55-9, blongs to pyrimidines compound. SDS of cas: 3438-55-9

95-Bromo-6-methylpyrimidine-4-carbonitrile was prepared from 5-bromo-4-chloro-6-methylpyrimidine via reaction with potassium cyanide and l,4,7,l0,13,16-hexaoxacyclooctadecane. 4-Bromo-3-fluorophenol was converted to [3-fluoro-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phe- noxy][tri(propan-2-yl)]silane using the conditions outlined in footnote 5. These two reagents were subjected to Suzuki reaction and desilylation as described in footnote 5, affording 5-(2-fluoro-4-hydroxyphenyl)-6-methylpyrimidine-4-carbonitrile.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3438-55-9, its application will become more common.

Reference:
Patent; PFIZER INC; DAVOREN, JENNIFER ELIZABETH; DOUNAY, AMY BETH; EFREMOV, IVAN VIKTOROVICH; GRAY, DAVID LAWRENCE FIRMAN; MENTE, SCOT RICHARD; O’NEIL, STEVEN VICTOR; ROGERS, BRUCE NELSEN; SUBRAMANYAM, CHAKRAPANI; ZHANG, LEI; US2014/128374; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 43088-67-1, name is 4-Chloro-5-methylthieno[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 43088-67-1

Production Example 190. 4-(2-indanylamino)-5-methylthieno[2,3-d]pyrimidine 4-chloro-5-methylthieno[2,3-d]pyrimidine (92 mg, 0.50 mmol) (see J. Pharm. Soc. JAPAN, 109, 464 (1989)) and 2-aminoindan (330 mg, 2.5 mmol) in dry ethanol (1 ml) were heated to reflux under an argon atmosphere for 40 minutes. The solvent was distilled off under reduced pressure and the residue obtained was purified by silica gel chromatography (hexane: ethyl acetate = 5: 1) toobtain the title compound (140 mg, 0.50 mmol) having the following physical properties: 1H NMR (400 MHz, CDCl3): delta 2.47 (3H, s), 2.94 (2H, m), 3.50 (2H, m), 5.11 (1H, m), 5.65 (1H, br.), 6.80 (1H, s), 7.19-7.27 (4H, m), 8.47 (1H, s). MS (FAB): m/z 282 (M+H)+.

The synthetic route of 43088-67-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNTORY LIMITED; EP1132093; (2001); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia