Day: August 6, 2021

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.22536-65-8, name is 2-Chloro-5-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.56, as common compound, the synthetic route is as follows.Recommanded Product: 2-Chloro-5-methoxypyrimidine

General procedure: 0.69 g (3.59 mmol) 5-bromo-2-chloro-pyrimidine and 0.70 g (2.99 mmol) of the amine Xlll.1 are added to 10 mL DMSO and 0.78 mL (4.49 mmol) DIPEA. The mixture is stirred at 35° C over night and afterwards purified by HPLC (MeOH/H20/NH3).C17H19BrN4O2 (M= 391 .3 g/mol)ESI-MS: 391/393 [M+H]+Rt (HPLC): 1 .80 min (method A) The following compounds are prepared analogously to example 3.1 : For the example 3.2 the reaction mixture is stirred for 4 d at 45° C

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22536-65-8, 2-Chloro-5-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; ROTH, Gerald Juergen; NOSSE, Bernd; HEINE, Niklas; WO2013/92616; (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. 1074-40-4, name is 4,6-Dichloro-2-methoxypyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H4Cl2N2O

A solution of 4,6-dichloro-2-methoxypyrimidine [0.7 g, Intermediate (4)], 2-(4-chlorophenyl)- ethylamine (0.66 g) and sodium bicarbonate (O.88g) in EtOH (25 ml) is heated at 8O0C for three hours, poured into water (400 mL) and the solid is filtered and air dried affording (6-chloro-2-methoxy- pyrimidin-4-yl)-[2-(4-chlorophenyl)-ethyl]amine [1.1 g, Intermediate (14)]. MS: 299 (M+H). 1H NMR (CD3)2SO]: delta 8 (d, 2H, J=3 Hz); 7.4 (2H1 d, J=3 Hz); 6.05 (IH, s); 4 (3H, s): 3.6-3.7 (2H1 m); 2.95 (2H, t).

The synthetic route of 1074-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS U.S. LLC; HARRIS, Keith John; WO2008/39882; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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 3764-01-0, name is 2,4,6-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,4,6-trichloropyrimidine (5.5 mL, 48.0 mmol) in tetrahydrofuran (70 mL) were added palladium acetate (0.147 g, 0.64 mmol), triphenylphosphine (353 mg, 1.28 mmol), 4-methoxyphenylboronic acid (5 g, 31.9 mmol) and an aqueous sodium carbonate soltuion (1 M, 64 mL, 64 mmol). The mixture was heated to 60 C and stirred overnight. After the reaction, the reaction mixture was cooled to rt and concentrated to remove the organic solvent. To the residue was added H20 (100 mL), and the mixture was extracted with EtOAc (100 mL x 3). The combined organic layers were washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuoto dry,and the residue was purified by silica gel column chromatography (PE) to give the title compound as a white solid (5.58 g, 68%).MS (ESI, pos.ion) m/z: 255.0 [M+Hfb;?H NIVIR (400 IVIFIz, CDC13) (ppm): 8.07 (dd, J = 9.4, 2.4 Hz, 2H), 7.60 (s, 1H), 7.08 – 6.99 (m, 2H), 3.91 (s, 3H).

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (264 pag.)WO2018/33082; (2018); 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. 149849-92-3, name is 2-Chloropyrimidine-4-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H3ClN2O2

A mixture of 2-chloropyrimidine-4-carboxylic acid (200 mg), aniline (0.115 mL), 6 M hydrochloric acid (0.053 mL) and dimethyl sulfoxide (2.0 mL) was stirred at 80C overnight. The reaction mixture was cooled to room temperature, water was added, and the precipitated solid was collected by filtration. The solid was washed with water to give the title compound (112.1 mg). 1H NMR (300 MHz, DMSO-d6) delta 6.93-7.00 (1H, m), 7.25-7.33 (3H, m), 7.80-7.86 (2H, m), 8.70 (1H, d, J = 5.1 Hz), 9.96 (1H, s), 13.54-13.82 (1H, m).

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, 149849-92-3, 2-Chloropyrimidine-4-carboxylic acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SETO, Masaki; BANNO, Yoshihiro; IMAEDA, Toshihiro; KAJITA, Yuichi; ASHIZAWA, Tomoko; KAWASAKI, Masanori; NAKAMURA, Shinji; MIKAMI, Satoshi; NOMURA, Izumi; TANIGUCHI, Takahiko; MARUI, Shogo; (153 pag.)EP3061754; (2016); 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. 274693-26-4, name is 2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-Difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C26H32F2N6O4S

[00141] Methanesulfonyl chloride (0.086 mL, 1.10 mmol) was added dropwise to a solution of 2-(((3 aR,4S,6R,6aS)-6-(7-((( 1 R,2S)-2-(3 ,4-difluorophenyl)cyclopropyl)amino)-5- (propylthio)-3H- [1,2,3 ltriazolo[4,5-dlpyrimidin-3 -yl)-2,2-dimethyltetrahydro-3aH- cyclopenta[dl [1 ,3ldioxol-4-yl)oxy)ethanol (See Springthorpe, B. et. al. Bioorg.Med. Chem. Lett., 2007, 17, 6013-6018) (0.563 g, 1.0 mmol) and TEA (0.209 mL, 1.50 mmol) in DCM (5 mL) at 0C. The mixture was stirred from 0 C to about 5 C over 3 h. The reaction mixture was diluted with DCM (30 mL) and washed with water (5 mL). The mixture was dried by passing through a phase separator. Evaporation of the solvent and co-evaporation from toluene gave the title compound (1.a) (714 mg, 111% ) as a yellow thick oil, which was used as crude without further purification.[00142] ?H NMR (400 MHz, CDC13) oe 1.02 (dd, 3H), 1.3 – 1.47 (m, 5H), 1.55 (s, 3H), 1.72 (d, 2H), 2.20 (d, 1H), 2.6 – 2.71 (m, 2H), 2.97 (s, 3H), 3 – 3.19 (m, 3H), 3.57 – 3.68 (m, 1H), 3.69 – 3.79 (m, 1H), 4.02 (td, 1H), 4.13 – 4.24 (m, 2H), 4.78 (dd, 1H), 5.13 (td, 1H), 5.57 (s, 1H), 6.50 (s, 1H), 7.03 (s, 1H), 7.07 – 7.16 (m, 2H).[00143] ?9F NMR (376 MHz, CDC13) oe -141.37 (J = 21.3), -138.10 (J = 21.3).

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, 274693-26-4, 2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-Difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol.

Reference:
Patent; MEDIMMUNE LIMITED; BUCHANAN, Andrew; NYLANDER, Sven; PENNEY, Mark; NEWTON, Philip; KEYES, Feenagh; INGHARDT, Tord; (115 pag.)WO2016/50867; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4318-56-3, Adding some certain compound to certain chemical reactions, such as: 4318-56-3, name is 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione,molecular formula is C5H5ClN2O2, 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 4318-56-3.

2-(6-Chloro-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-4-fluoro-benzonitrile (6) A mixture of crude 3-methyl-6-chlorouracil (5) (0.6 g, 3.8 mmol), 2-Bromomethyl-4-fluorobenzonitrile (0.86 g, 4 mmol) and K2CO3 (0.5 g, 4 mmol) in DMSO (10 mL) was stirred at 60 C. for 2 hours. The reaction was diluted with water and extracted with EtOAc. The organics were dried over MgSO4 and the solvent removed. The residue was purified by column chromatography. 0.66 g of the product was obtained (yield: 60%). 1H-NMR (400 MHz, CDCl3): delta 7.73 (dd, J=7.2, 8.4 Hz, 1H), 7.26 (d, J=4.0 Hz, 1H), 7.11-7.17 (m, 1H), 6.94 (dd, J=2.0, 9.0 Hz, 1H), 6.034 (s, 2H), 3.39 (s, 3H). MS (ES) [m+H] calc’d for C13H9ClFN3O2, 293.68; found 293.68.

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. 4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Christopher, Ronald J.; Covington, Paul; US2007/60530; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 2915-16-4, 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.2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine, molecular formula is C16H11ClN2, molecular weight is 266.73, as common compound, the synthetic route is as follows.

After introducing compound 2-1 (4.5 g, 10 mmol), 2-chloro-4,6-diphenylpyrimidine (CAS: 29 15-16-4, 2.7 g, 10 mmol), tetrakis(triphenylphosphine)palladium (0.47 g, 0.4 mmol), potassium carbonate (3.6 g, 26 mmol), toluene (50 mL), ethanol (13 mL), and distilled water (13 mL) into a reaction vessel, the mixture was stirred for 4 hours at 120C. After completing the reaction, the mixture was added dropwise to methanol, and the obtained solid was filtered. The obtained solid was purified by column chromatography to obtain compound C-49 (4.5 g, 73 %).

Statistics shows that 2915-16-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-4,6-diphenylpyrimidine.

Reference:
Patent; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; AHN, Hee-Choon; (41 pag.)WO2017/30283; (2017); 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 38275-55-7, name is 5-Fluoropyrimidine-2-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 38275-55-7

Intermediate F, step a: methyl 5-fluoropyrimidine-2-carboxylate To a solution of 5-fluoropyrimidine-2-carbonitrile (513 mg, 4.17 mmol) in MeOH (5 mL) was added 5 mL of concentrated HCl. The mixture was stirred at 80 C. for 2 h. The solution was allowed to cool to room temperature and then treated with a small amount of saturated aqueous NaHCO3 solution and a larger amount of solid NaHCO3. The solution was used to keep everything homogeneous. When the pH reached 6-7 the aqueous layer was extracted with 10% EtOAc/DCM. The combined organic layers containing the ester were dried over Na2SO4. The aqueous layer was acidified to pH 3-4 with 1N HCl and then extracted with 10% EtOAc/DCM to afford the acid. The ester layer was filtered, concentrated in vacuo to a white solid (460 mg, 71%). MS (ESI): mass calcd. C6H5FN2O2, 156.03; m/z found, 157.1 [M+H]+. 1H NMR (500 MHz, CDCl3): 8.80 (s, 2H), 4.07 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 38275-55-7.

Reference:
Patent; Janssen Pharmaceutica NV; Letavic, Michael A.; Rudolph, Dale A.; US2014/275056; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1445-39-2, 2-Amino-5-iodopyrimidine, 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, Computed Properties of C4H4IN3, blongs to pyrimidines compound. Computed Properties of C4H4IN3

PdCl2dppf (146 mg) was added to a solution of 2-amino-5-iodopyrimidine (221 mg), trimethylsilylacetylene (491 mg), Cul (57 mg) and DIPEA (259 mg) in EtOAc (5 mL) at – 20C under an inert atmosphere. The reaction was allowed to warm to ambient temperature and stirred for 6 hours. The reaction mixture was diluted with water (10 mL). The organic layer was separated, dried (MgS04), filtered and concentrated. The crude product was used directly without further purification (191 mg, 100%) ; ‘H NMR (CDCl3) ; 0.26 (s, 9H), 5.19 (bs, 2H), 8.39 (s, 2H); MS m/e MH++MeCN 233.

The synthetic route of 1445-39-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/60970; (2005); 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. 56181-39-6, name is 5-Bromo-4-chloropyrimidine, molecular formula is C4H2BrClN2, 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: 56181-39-6

To a solution of (S)-2-amino-4-(cyclopropyl(4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid trifluoroacetate (150 mg, 0.3 mmol) in 4:1 THF/H2O (3 mL) was added 5-bromo-4-chloro-pyrimidine (69 mg, 0.4 mmol) and NaHCO3 (137 mg, 1.63 mmol) and then was stirred at 70 C. for 2 h and then cooled to rt and concentrated in vacuo. The crude residue was used without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 56181-39-6.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia