Day: April 26, 2021

Reference of 13162-26-0, Adding some certain compound to certain chemical reactions, such as: 13162-26-0, name is 2,4-Dichloro-6-methyl-5-nitropyrimidine,molecular formula is C5H3Cl2N3O2, 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 13162-26-0.

A-40. Methyl N-(2-chloro-6-methyl-5-nitropyrimidin-4-yl)-N-methyl-L-alaninate A solution of 2,4-Dichloro-6-methyl-5-nitro-pyrimidine (1.86 g, 8.96 mmol) in 20 ml of acetone was added dropwise to a mixture of methyl (2S)-2-(methylamino)propanoate (1 g, 8.54 mmol) and potassium carbonate (1.77 g, 12.8 mmol) in acetone and water. The reaction was stirred at room temperature for 16 hours. The mixture was evaporated in vacuo and the residue was taken into a water and extracted with ethyl acetate (3*75 ml). The combined extracts were combined, washed with brine, dried over sodium sulfate, filtered, and evaporated in vacuo to afford the title product as a viscous yellow oil, wt. 1.54 g (62.5% yield). 1H NMR (300 MHz, CDCl3) delta 5.34 (q, J=7.3 Hz, 1H), 3.78 (s, 3H), 2.88 (s, 3H), 2.48 (s, 3H), 1.57 (d, J=7.3 Hz, 3H).

According to the analysis of related databases, 13162-26-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Lauffer, David J.; Bemis, Guy; Boyd, Michael; Deininger, David; Deng, Hongbo; Dorsch, Warren; Gu, Wenxin; Hoover, Russell R.; Johnson, JR., Mac Arthur; Ledeboer, Mark Willem; Ledford, Brian; Maltais, Francois; Penney, Marina; Takemoto, Darin; Waal, Nathan D.; Weng, Tiansheng; (667 pag.)US2019/322673; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 13544-44-0, Adding some certain compound to certain chemical reactions, such as: 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine,molecular formula is C4HCl2IN2, 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 13544-44-0.

12) (2-chloro-5-iodopyrimidine-4-yl)-(3-morpholin-4-yl-propyl)-amine:; In accordance with procedure 2, 3-morpholin-4-yl-propylamine (0.73 ml, 5 mmol) and N-ethyldiisopropylamine (1.71 ml, 10 mmol) are dissolved in 100 ml acetonitrile under argon and cooled to -35C. The solution of 2,4-dichloro-5- iodo-pyrimidine (1.37, 5.0 mmol) in 50 ml acetonitrile is then added dropwise at-35C internal temperature. Stirred 1 hr further at -30 to -20 0C, then slowly warmed up to RT and stirred for 3 days at RT.The reaction mixture is concentrated on the rotary evaporator. The residue is treated with 200 ml ethyl acetate and 75 ml sat. NaHCO3 soln., well shaken and the aqueous phase further extracted 2 x with 75 ml portions of ethyl acetate. The ethyl acetate phase is dried over Na2SO4 dried, filtered, concentrated and the residue dried at the oil pump: 1.92 g colourless and crystalline crude product.The crude product is purified by column chromatography (5Og column, mobile phase: gradient hexane: ethyl acetate 80% to 100% ethyl acetate): 1.66 g(97%).1H-NMR (400 MHz, DMSO-D6): delta 1.66 (m, 2H), 2.30 (m, 6H), 3.37 (m, 2H), 3.57(m, 4H)1 7.42 (t, 1 H), 8.27 (s, 1 H).MS: 383 (MH+).

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1240390-28-6, 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.1240390-28-6, name is 2,4-Dichloropyrimidine-5-carboxylic acid amide, molecular formula is C5H3Cl2N3O, molecular weight is 192.0028, as common compound, the synthetic route is as follows.

4-(tert-Butylamino)-2-chloropyrimidine-5-carboxamide A mixture of 2,4-dichloro-pyrimidine-5-carboxamide (10.0 g), DIPEA (11 mL) in NMP (30 mL) were stirred at 25 C. tert-Butylamine (6.6 mL) was charged to the mixture, and the mixture was stirred at 25 C. for 16 h. Water (100 mL) was added to the mixture at 25 C. The mixture was stirred for 1 h. The suspension was filtered, washed with water (50 mL) and dried in a vacuum oven at 40 C. with a nitrogen bleed for 24 h to give 4-(tert-butylamino)-2-chloropyrimidine-5-carboxamide as a white solid (8.7 g, 84%). 1H NMR (DMSO-d6) delta 9.41 (s, 1H), 8.55 (s, 1H), 8.19 (s, 1H), 7.67 (s, 1H), 1.42 (s, 9H).

Statistics shows that 1240390-28-6 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloropyrimidine-5-carboxylic acid amide.

Reference:
Patent; Ferretti, Antonio Christian; Man, Hon-Wah; Muslehiddinoglu, Jale; Xu, Jean; Yong, Kelvin Hin-Yeong; Beauchamps, Marie Georges; Kothare, Mohit Atul; Zou, Nanfei; Boersen, Nathan Andrew; Li, Ying; Ye, Ying; US2015/210650; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 26452-81-3, name is 4-Chloro-6-methoxypyrimidine, molecular formula is C5H5ClN2O, 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. Application In Synthesis of 4-Chloro-6-methoxypyrimidine

4-Chloro-6-methoxypyrimidine (0.562 g, 3.89 mmol), 6-chloro-4-(4,4,5,5- tetramethyl- 1,3 ,2-dioxaborolan-2-yl)- 1 H-benzo [d]imidazole (0.722 g, 2.59 mmol) and 2aqNa2CO3 (0.549 g, 5.18 mmol) in DME (20.74 mL), EtOH (2.59 mL) was purged with Ar for several mm. Then PdC12(dppf)-CH2Cl2Adduct (0.2 12 g, 0.259 mmol) was added and heated to 90 °C. After 2 h, the reaction was cooled to rt, diluted with waterand extracted with EtOAc. The organic layer washed with brine, dried over Na2 SO4, filtered, and concentrated to give a brown oil. The crude material was purified by normal phase chromatography using EtOAc and MeOH as eluants to give 6-chloro-4-(6- methoxypyrimidin-4-yl)-1H-benzo[d]imidazole (148 mg, 22percent). MS(ESI) m/z: 261.1 (M+H) and 263.1 (M+2+H). ?H NMR (500MHz, DMSO-d6) oe 8.93 (d, J1.1 Hz, 1H),8.42 (s, 1H), 8.36 (br. s., 1H), 8.20 (d, J=1.9 Hz, 1H), 7.84 (s, 1H), 4.02 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 26452-81-3.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); 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 175277-33-5, name is 4-(Dimethoxymethyl)-2-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

4-Dimethoxymethyl-2-methyl-pyrimidine (4.5 g, 26.7 mmol) was added to a solution of HBr (48% in H2O, 10 niL) and stirred at room temperature for 2 hours. It was then diluted with water and washed with diethylether (2x). The aqueous layer was carefully neutralized with saturated sodium carbonate and extracted with ethyl acetate (2x). The combined extracts were dried over MgSO4. 2-Propanol (100 mL) was added. To this solution, aniline (2.5 mL, 26.7 mmol) was added and followed with diphenylphosphite (5.1 mL, 26.7 mmol). The reaction mixture was stirred at room temperature overnight and then concentrated. The residue was purified on silica gel column with 20% ethyl acetate/CH2Cl2 to give a yellow solid (3.3 g, 29% for 2 steps) as the desired product. MS (ESP+) m/z 432.2 (M + 1).

With the rapid development of chemical substances, we look forward to future research findings about 175277-33-5.

Reference:
Patent; BIOGEN IDEC MA INC; WO2006/26305; (2006); 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. 2164-67-2, name is (2-Aminopyrimidin-4-yl)methanol, the common compound, a new synthetic route is introduced below. Formula: C5H7N3O

2-Amino-4-hydroxymethylpyrimidine (750mg,6.0mmol,Reference Compound No.4-1) and tert-butyldimethylsilyl chloride (990mg, 6.6mmol) were suspended in anhydrous N,N-dimethylformamide (8.0mL), then imidazole (0.90g, 13mmol) was added thereto and the mixture was stirred for 1 hour at room temperature. The reaction mixture was diluted with ethyl acetate (50mL), washed twice with saturated aqueous sodium hydrogencarbonate solution (50mL), and then washed with brine (50mL), and dried over anhydrous magnesium sulfate. Then the solvent was evaporated under reduced pressure, the precipitated solid was filtered off with 50percent ethyl acetate-n-hexane solution, and dried under reduced pressure to give 1.2g of the title Reference Compound as a white solid (Yield: 84percent). 1H-NMR(400MHz,CDCl3) delta 0.11(s,6H),0.95(s,9H),4.59(s,2H),5.03(s,2H),6.87(d,J = 5.1 Hz,1H),8.29(d,J = 5.1 Hz,1H)

The synthetic route of 2164-67-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANTEN PHARMACEUTICAL CO., LTD.; EP1864977; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 14394-70-8, 2-Chloro-5-methylpyrimidin-4-amine, 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, 14394-70-8, blongs to pyrimidines compound. Safety of 2-Chloro-5-methylpyrimidin-4-amine

[0464] A mixture of 4-bromo-l -chloro-2-(trifluoromethyl)benzene (259 mg, 1.0 mmol), 4- amino-2-chloro-5~methylpyrimidine (143 mg, 1.0 mmol), Pd2(dba)3 (9 mg, 0.01 mmol), xantphos (14 mg, 0.02 mmol) and cesium carbonate (650 mg, 2.0 mmol) in dioxane ( 15 mL) was heated under refluxed for 1O h under argon. The solvent was removed and the residue was purified by HPLC to give an intermediate 2-chloro-7Vr-(4-chloro-3-(trifluoromethyl) phenyl)-5-methylpyrimidin-4-amine as brown solid (200 mg, 62 %). A mixture of this intermediate (161 mg, 0.5 mmol) and 4-(2-(pyrrolidin-l-yl)ethoxy)benzenamine (103 mg, 0.5 mmol) in glacial acetic acid (5 mL) was heated under refluxed for 3 h under argon. The crude reaction mixture on purification using HPLC gave the title compound as brown solid (75 mg, 31 %).[0465] 1H NMR (500 MHz, DMSO-d6): delta 1.65-1.72 (m, 4H), 2.10 (s, 3H), 2.51-2.55 (m, 4H, superimposed with solvent peak), 2.75 (t, J= 6.0 Hz, 2H), 4.0 (t, J= 5.9 Hz, 2H), 6.79 (d, J= 8.5 Hz, 2H), 7.47 (d, J= 9.0 Hz, 2H), 7.58 (d, J= 9.0 Hz, 2H), 7.93 (s, IH), 8.01 (d, J = 2.5 Hz, IH), 8.22 (d, J= 8.5 Hz, 2H), 8.60, 8.88 (2 s, IH each). MS (ES+): m/z 492 (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,14394-70-8, its application will become more common.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 151266-23-8, 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. 151266-23-8, name is 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Compound 2-4 is synthesized as shown in Scheme 2. Compound 1-3 is reacted with isopropyl bromide in dimethylformamide with potassium carbonate at 80 C., to provide the 1-isopropyl pyrazolopyrimidine intermediate, compound 2-1. This intermediate with the protected indolyl boronic acid species 2-2, using tetrakistriphenylphosphine palladium catalysis in DME-water solvent at 80 C. for 4-5 hours, to produce the Suzuki coupling product, compound 2-3. Removal of the protecting groups with acid in dioxane yields the product, 2-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl) iodide (Cpd. 2-4).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,151266-23-8, its application will become more common.

Reference:
Patent; The Regents of the University of California; Intellikine, Inc.; Shokat, Kevan M.; Fruman, David; Ren, Pingda; Wilson, Troy Edward; Li, Liansheng; Hsieh, Andrew; Feldman, Morris; Apsel, Beth; Liu, Yi; Rommel, Christian; Chan, Katrina; Ruggero, Davide; Pearce, David; Janes, Matthew; (84 pag.)US2016/789; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 37131-87-6 , The common heterocyclic compound, 37131-87-6, name is 5-Bromopyrimidine-2-carboxylic acid, molecular formula is C5H3BrN2O2, 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.

Preparation 65 5-Bromo-pyrimidine-2-carboxylic acid methyl ester Fuming hydrochloric acid was passed through an ice-cooled SOTUTIBN OF THE- product of preparation 64 (5. 5g. 27mmol) in methanol (50mL) until saturated The reaction mixture was warmed to room temperature and was stirred for 18- hours. The solvent was then evaporated under reduced pressure and. the- residue was dissolved in dichloromethane, washed with water and sodium HYDROGEN CARBONATE SOLUTION, DRIED-OVER MAGNESIUM SULFATE. AND CONCENTRATED IN-: O AFFORD THE”TITLE compound as yellow. solid in 57% yield, 3.5g. HNMR (CDC) 3. 400MHZ) § : 4, 65 (s, 3H), 9. 00 (s, 2H). MS AP +

The synthetic route of 37131-87-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/28452; (2005); 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. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. Product Details of 4270-27-3

General procedure: 6-Chloropyrimidine-2,4(1H, 3H)-dione derivatives 1 (1.0 mmol) and N-hydroxyformimidoyl chloride derivatives 2 (1.2 mmol) were combined and dissolved in methanol (15mL), followed by the addition of triethylamine (3.0 mmol). Subsequently, the reaction mixture was stirred in a round-bottom flask (25mL) at room temperature for 5h. After completion of the reaction as indicated by TLC, the mixture was evaporated by rotary evaporator, extracted with ethyl acetate, dried over Na2SO4, then concentrated and purified by flash column chromatography (PE/EA=5:1) to yield compounds 3a-t.

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiang, Kun-Ming; Jin, Yi; Lin, Jun; Tetrahedron; vol. 73; 47; (2017); p. 6662 – 6668;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia