Tag: M.W:200-300

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 149765-15-1, name is N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide. This compound has unique chemical properties. The synthetic route is as follows. name: N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide

A solution of DIAD (0.24 mL, 1.20 mmol) in anhydrous THF (1 mL) was added dropwise to amixture of 34 (180 mg, 0.74 mmol), 4a (150 mg, 0.61 mmol), and Ph3P (300 mg, 1.20 mmol)in anhydrousTHF (10 mL) at room temperature. The reaction mixture was stirred for 24 h, andit was then concentrated under reduced pressure. The crude residue was purified by columnchromatography on silica gel (gradient DCM/MeOH, 60:1, v/v; 40:1, v/v; 30:1, v/v) to give 36a(220 mg, 78%) as a colorless oil. 1H NMR (300 MHz, 0D013): 68.16 (s, 1H, NHCO), 7.29(dd,J= 0.9 Hz, 1H, H-6), 6.53 (dd, J= 3.6, 0.9 Hz, 1H, H-6), 4.74-4.31 (m, 4H, H-31 ,H-i ), 4.18-3.86 (m, 7H, H-2?, 2 x 0H20H3, PCH2), 1.36-i .27 (m, 15H, (0H3)30, 2 x 0H20H3); 130 NMR(150 MHz, 0D013): 6175.7 (NHCO), 152.3 (0-4, C-7a), 151.6 (0-2), 130.1 (0-6), 114.2 (C-4a),100.1 (0-5), 82.9 (d, 1Jc,p = 173.2 Hz, C-3 ), 79.4 (dd, 2JC,F = 19.1 Hz, 3Jc,p = 10.9 Hz, C-2 ),64.9 (d, 1Jc,p = 166.9 Hz, CH2P), 62.7, 62.6 (CH2CH3), 44.9 (d, 3JC,F = 8.5 Hz, C-i ), 40.5(C(0H3)3), 27.7 (C(CH3)3), 16.7, 16.6 (CH2CH3); 31P NMR (121 MHz, 0D013): 620.9; HRMS for019H2901FN405P [M+H] calcd.: 479.1621, found: 479.1617.

With the rapid development of chemical substances, we look forward to future research findings about 149765-15-1.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; ANDREI, Graciela; DE JONGHE, Steven; GROAZ, Elisabetta; HERDEWIJN, Piet; LUO, Min; SCHOLS, Dominique; SNOECK, Robert; (81 pag.)WO2018/55071; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route 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.

(2) A solution of 2,4-dichlorobenzylamine(33.5 g) in DMF(270 mL) was added dropwise to a solution of 4,6-dichloro-2-methylsulfanyl-pyrimidine-5-carboxylic acid(45.5 g) and triethylamine(53.1 g) in DMF(270 mL) for 30 minutes and the mixture was stirred at room temperature for 4 hours. An aqueous citric acid solution was added to the reaction solution and ethyl acetate/hexane was further added. The organic layer was washed with water and brine, dried over sodium sulfate and the solvent was distilled away. The residue was crystallized from ethyl acetate/hexane to give 4-chloro-6-(2,4-dichlorobenzylamino)-2-methylsulfanyl-pyrimidine-5-carboxylic acid(69.5 g) as pink crystals. APCI-MS(m/e):378/380[M-H]-.

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; Mitsubishi Tanabe Pharma Corporation; EP1970373; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1203705-58-1, 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 1203705-58-1, name is 2-Bromo-7-chloropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: (s.e.)-{(3aR,4R,6R,6aS)-6-[(2-bromopyrazolo[1,5-a]pyrimidin-7-yl)amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}methanol To a suspension of (1R,2S,3R,4R)-1-amino-2,3-(isoproplydenyl)dihydroxy-4-hydroxymethyl cyclopentane (2.76 g, 14.7 mmol) in ethanol (46.5 mL) is added triethylamine (4.28 mL, 30.7 mmol) and 2-bromo-7-chloropyrazolo[1,5-a]pyrimidine (3.58 g, 15.4 mmol; obtained by the method described in J. Med. Chem. 2010, 53, 1238-1249). The reaction mixture is heated at 100 C. for 3.5 hr and then cooled to room temperature and concentrated to dryness. The residue is dissolved in chloroform and then washed with saturated sodium bicarbonate and brine. The organic layer is dried over Na2SO4, filtered and concentrated in vacuo. The solid is triturated with diethyl ether and filtered to provide (s.e.)-{(3aR,4R,6R,6aS)-6-[(2-bromopyrazolo[1,5-a]pyrimidin-7-yl)amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}methanol (5.0 g, yield 88%). LCMS: (AA) M+383; 1H NMR (400 MHz, MeOD) delta 8.14 (d, J=5.6 Hz, 1H), 6.43 (s, 1H), 6.28 (d, J=5.7 Hz, 1H), 4.64-4.56 (m, 1H), 4.55-4.48 (m, 1H), 4.15-4.05 (m, 1H), 3.75-3.61 (m, 2H), 2.63-2.53 (m, 1H), 2.41-2.31 (m, 1H), 1.88-1.78 (m, 1H), 1.51 (s, 3H), 1.30 (s, 3H).

According to the analysis of related databases, 1203705-58-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; Afroze, Roushan; Bharathan, Indu T.; Ciavarri, Jeffrey P.; Fleming, Paul E.; Gaulin, Jeffrey L.; Girard, Mario; Langston, Steven P.; Soucy, Francois; Wong, Tzu-Tshin; Ye, Yingchun; US2013/217682; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 199678-12-1, Adding some certain compound to certain chemical reactions, such as: 199678-12-1, name is 4-Pyrimidin-2-yl-benzoic acid,molecular formula is C11H8N2O2, 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 199678-12-1.

Example 138 N-(4-{trans-2-[(cyclopropylmethyl)amino]cyclopropyl}phenyl)-4-(pyrimidin-2-yl)benzamide hydrochloride By a method similar to Example 80, the title compound (34.3 mg) was obtained from tert-butyl [trans-2-(4-aminophenyl)cyclopropyl](cyclopropylmethyl)carbamate (87.7 mg) and 4-(pyrimidin-2-yl)benzoic acid (69.7 mg). MS (API+): [M+H]+ 385.1. 1H NMR (300 MHz, DMSO-d6) delta 0.30-0.42 (2H, m), 0.53-0.66 (2H, m), 0.98-1.12 (1H, m), 1.24-1.35 (1H, m), 1.43-1.55 (1H, m), 2.39-2.46 (1H, m), 2.86-3.07 (3H, m), 7.19 (2H, d, J = 8.6 Hz), 7.53 (1H, t, J = 4.9 Hz), 7.75 (2H, d, J = 8.7 Hz), 8.11 (2H, d, J = 8.6 Hz), 8.53 (2H, d, J = 8.6 Hz), 8.97 (2H, d, J = 4.9 Hz), 9.06 (2H, brs), 10.37 (1H, s).

According to the analysis of related databases, 199678-12-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; TOMITA, Naoki; KAJII, Shigeo; CARY, Douglas Robert; TOMITA, Daisuke; IMAMURA, Shinichi; TSUCHIDA, Ken; MATSUDA, Satoru; HARA, Ryujiro; EP2743256; (2014); 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 313339-35-4

3.0 g (12.55 mmol, 1.0 eq) of 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid was dissolved in 40 mL of anhydrous toluene, to which 15 mL of thionyl chloride (SOCl2) was added, followed by stirring at 115 C. for 12 hours. The reaction solvent was concentrated under reduced pressure and dried to give acid chloride. Then, 1.6 g of 5-chloro-7-(methylthio)pyrimido[4,5-d]pyrimidine-4(1H)-one was prepared as a white solid according to the same manner as described in step 2 of Example 66 (2 step yield: 56%). 1H NMR (300 MHz, DMSO-d6) delta 2.56-2.58 (d, J=6.0, 3H), 8.42-8.44 (d, J=6.0, 1H), 12.88 (br s, 1H).

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, 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Lee, Ge Hyeong; Lim, Hee-Jong; Cho, Heeyeong; Park, Woo Kyu; Kim, Seong Hwan; Choi, Jung Hwan; (148 pag.)US2018/105527; (2018); 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

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

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

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

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. 3974-16-1, name is 4,6-Dichloro-5-phenylpyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 4,6-Dichloro-5-phenylpyrimidine

A suspension of 237 mg (1.0 mmol) of the bis hydrochloride salt of the step A compound of Example 127 (225 mg, 1.0 mmol) of 4,6-dichloro-5-phenylpyrimidine, and 276 mg (2 mmol) of K2CO3 in 5 mL of diglyme was heated at 150 C. for 30 min. The solution was cooled, diluted with MeOH and water, and purified by preparative HPLC (as described for the title compound of Example 1) to yield 0.480 mg of the desired compound as a bis TFA salt; MS: m/z 354 (M+H)+.

The synthetic route of 3974-16-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US6887870; (2005); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia