Day: December 30, 2020

Adding a certain compound to certain chemical reactions, such as: 6299-25-8, 4,6-Dichloro-2-(methylthio)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, 6299-25-8, blongs to pyrimidines compound. Application In Synthesis of 4,6-Dichloro-2-(methylthio)pyrimidine

(1) n-Butyl lithium(1.7M hexane solution, 295 mL) was added dropwise to a solution of diisopropylamine(47.7 g) in THF(1.4 L) at -78C under nitrogen atmosphere for 30 minutes and stirred for additional 30 minutes. A solution of 4,6-dichloro-2-methylsulfanyl-pyrimidine(40.0 g) in THF(200 mL) was added dropwise to the reaction solution for an hour and stirred for an additional hour. The reaction solution was poured into dry ice(800 g) slowly and the mixture was stirred for 2 hours. Hydrochloric acid(1N) was added slowly, ethyl acetate was added thereto and the mixture was washed with water and brine. The aqueous layer was extracted with ethyl acetate, the combined organic layer was dried over magnesium sulfate and the solvent was distilled away. Hexane was added and the solid was triturated and dried to give 4,6-dichloro-2-methylsulfanyl-pyrimidine-5-carboxylic acid(45.51 g) as a pale brown solid. APCI-MS(m/e):237/239[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,6299-25-8, its application will become more common.

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

Synthetic Route of 16357-69-0, 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. 16357-69-0, name is 4-Aminopyrimidine-5-carbonitrile, molecular formula is C5H4N4, 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.

4-Aminopyrimidine-5-carbonitrile (0.945 g, 7.87 mmol) was suspended in water (9.50 mL) and mixture was chilled briefly. Sulfuric acid (1.90 mL) was added. Solid went into solution, resulting in a clear yellow solution. Palladium on carbon (10%; 143 mg, 134 mumol) was added and solution was hydrogenated (RT; 18-30 psi) for 90 minutes. The mixture was filtered through a bed of Celite to remove the catalyst. The clear, pale yellow filtrate was treated with concentrated ammonium hydroxide to neutralize the acid. After chilling, the solid was collected, washed with cold water and air-dried with suction under house vacuum to give 4-amino-pyrimidine-5-carbaldehyde. (Yield 0.654 g, 5.31 mmol, 67.5%).

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 16357-69-0, 4-Aminopyrimidine-5-carbonitrile.

Reference:
Patent; Anderson, Kevin; Chen, Yi; Chen, Zhi; Luk, Kin-Chun; Rossman, Pamela Loreen; Sun, Hongmao; Wovkulich, Peter Michael; US2012/184542; (2012); 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 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Methyl 2,6-dichloropyrimidine-4-carboxylate

Methyl 2-chloro-6- [(36^-3 -methylmorpholin-4-yllpyrimidine-4-carboxylateMethyl 2,6-dichloropyrimidine-4-carboxylate (4.4 g, 21.25 mmol) in DCM (20 mL) was cooled in ice and treated dropwise with 3S-3-methylmorpholine (2.37g, 23.4 mmol) and DIPEA (8.15 mL, 46.8 mmol). After 3 hours polymer supported isocyanate scavenger resin (Ig) was added and the mixture was stirred for 30 minutes then filtered. The solution was evaporated and purified by flash silica chromatography, eluting with 5 – 20% methanol in DCM, to give the desired material as a white solid (5.0 g).NMR Spectrum: 1H NMR (300.132 MHz, DMSOd6) delta 1.23 (3H, d), 3.16 – 3.36 (2H, m), 3.45 (IH, td), 3.59 (IH, dd), 3.71 (IH, d), 3.87 (3H, s), 3.93 (IH, dd), 4.33 – 4.56 (IH, m), 7.28 (IH, s)LCMS Spectrum: MH+ 272.38, Retention Time 1.52 Method: Monitor Base

With the rapid development of chemical substances, we look forward to future research findings about 6299-85-0.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/7751; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1004-17-7, 2-Methylpyrimidine-4-carbaldehyde, 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, Quality Control of 2-Methylpyrimidine-4-carbaldehyde, blongs to pyrimidines compound. Quality Control of 2-Methylpyrimidine-4-carbaldehyde

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).

The synthetic route of 1004-17-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN IDEC MA INC; WO2006/26305; (2006); 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. 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, 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. Product Details of 13223-25-1

This example is used to describe the pyrimidine salicylic acid compounds of the present invention and processes for their preparation.1 mmol of Compound A was dissolved in 30 mL of re-evaporated toluene, 2 mmol of potassium carbonate was added, reacted at 20 C for 2 hours, 4,6-dimethoxy-2-methylsulfonylpyrimidine (1 mmol) was added and reacted at 120C for 12 h. The solvent was distilled off under reduced pressure, and a small amount of water was added to completely dissolve the solid. The aqueous layer was washed with ether several times. The aqueous layer was acidified with concentrated hydrochloric acid to pH=1, extracted with dichloromethane, dried over anhydrous sodium sulfate, Acid compound A1. The yield of compound A1 from compound A was 78% This example is used to describe the pyrimidine salicylic acid compounds of the present invention and processes for their preparation. The pyrimidine salicylic acid compound was prepared according to the method of Example 1, Except that 4,6-dimethoxy-2-methylsulfonylpyrimidine was replaced by 4,6-dimethoxy-2-chloropyrimidine to give pyrimidine salicylic acid compound A1. The yield of compound A1 from compound A was 15%.

With the rapid development of chemical substances, we look forward to future research findings about 13223-25-1.

Reference:
Patent; HUAZHONG NORMAL UNIVERSITY; YANG, GUANGFU; LIU, YUCHAO; CHEN, QIONG; CHEN, JIE; CUI, HAILAN; TANG, WEI; (17 pag.)CN104140397; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1753-50-0, 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 1753-50-0, name is 2-Chloropyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of l-(4-fluorophenyl)ethan-1-amine (CN, 0.5 g, 3.59 mmol) in ethanol (10 mL), 2-chloropyrimidine-5-carbonitrile (AF, 0.55 g, 3.95 mmol) and DIPEA (3.0 mL, 17.9 mmol) were added and the reaction mixture was heated to 90C for 12 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using 20% EtOAc/hexane to afford compound CO (0.8 g, 91%) as a white solid. LC-MS: m/z 243.1 [M+H]+.

According to the analysis of related databases, 1753-50-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, 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: 137281-39-1, blongs to pyrimidines compound. Recommanded Product: 137281-39-1

4. 4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid (60 g 0.2 mol) Add to a 500ml four-neck bottle,Add 200ml of DMF and 60.6g of triethylamine to the temperature to 30 C and stir to dissolve.Benzyl chloride (0.2 mol) was added dropwise,Warming up to 50C for 1 hour,Evaporate DMF under reduced pressure,Add 200ml of pure water and stir.Adjust the pH to 5 with dilute hydrochloric acid, stir the crystallization,Cool down to 0-5C suction filtration,Drying the product 4-[2-(2-benzylamino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid (molar Yield 95.8%, purity 99.0%)

The synthetic route of 137281-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lunan Pharmaceutical Group Co., Ltd.; Zang Chao; Xia Mingjun; (11 pag.)CN110305136; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 13036-57-2 ,Some common heterocyclic compound, 13036-57-2, molecular formula is C5H5ClN2, 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.

A suspension of 3-(5-aminopyrazin-2-yl)-6-cyclobutyl-2-fluorophenol (25 mg, 0.096 mmol), 2-chloro-4-methylpyrimidine (14 mg, 0.11 mmol), and K2CO3 (27 mg, 0.19 mmol) in DMSO (2 mL) was heated at 100 Celsius for 16 hours. The reaction was then cooled to room temperature, filtered, and the filtrate directly subjected to HPLC purification to give 5-{4-cyclobutyl-2-fluoro-3-[(4-methylpyrimidin-2-yl)oxy]phenyl}pyrazin-2-amine (15 mg, 45%). MS (ESI): mass calcd. for C19H18FN5O, 351.15; m/z found, 352.1 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 8.37-8.33 (m, 1H), 8.26 (d, J=1.9, 2H), 7.81-7.75 (m, 1H), 7.26 (d, J=8.3, 1H), 7.00-6.97 (m, 1H), 3.75-3.63 (m, 1H), 2.52 (d, J=2.0, 3H), 2.27-2.09 (m, 4H), 2.04-1.92 (m, 1H), 1.87-1.76 (m, 1H).

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. 13036-57-2, 2-Chloro-4-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Eccles, Wendy; Fitzgerald, Anne E.; Hack, Michael D.; Hawryluk, Natalie A.; Jones, William M.; Keith, John M.; Krawczuk, Paul; Lebsack, Alec D.; Liu, Jing; Mani, Neelakandha S.; McClure, Kelly J.; Meduna, Steven P.; Rosen, Mark D.; US2015/252008; (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. 183438-24-6, name is 5-Bromo-2-iodopyrimidine, molecular formula is C4H2BrIN2, 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. Product Details of 183438-24-6

Prepared using General Procedure 10: Into a degassed solution of tert- butyl (S)-2-(5-(tert-butyl)thiophene-2-carboxamido)-3- (4-(4,4,5,5-tetramethyl-l ,3,2- dioxaborolan-2-yl)phenyl)propanoate INT-16 (510 mg, 1.0 mmol) and 5-bromo-2- iodopyrimidine (570 mg, 2.0 mmol) in 2/2/1 ACN/THF/saturated aqueous NaHCO3 (10 mL) was added Pd(dppf)Cl2 (30 mg, 0.4 mmol). The reaction mixture was heated at 120 C for 1 h in a microwave reactor. The reaction mixture was diluted with water (100 mL) and EA (50 mL) and filtered over Celite. The aqueous layer was extracted with EA (3 x 30 mL) and the combined organic layer was dried over MgSO4, concentrated, and purified by chromatography (EA / hexanes) to provide 342 mg (63%) of tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-( tert-buty)lthiophene-2- carboxamido)propanoate INT-17. LCMS-ESI (m/z) calculated for C26H30BrN3O3S: 543.1 ; found: 488.0 [M-tBu+H]+, tR = 10.95 min (Method 2).

With the rapid development of chemical substances, we look forward to future research findings about 183438-24-6.

Reference:
Patent; RECEPTOS, INC.; BOEHM, Marcus, F.; MARTINBOROUGH, Esther; MOORJANI, Manisha; TAMIYA, Junko; HUANG, Liming; YEAGER, Adam R.; BRAHMACHARY, Enugurthi; FOWLER, Thomas; NOVAK, Andrew; MEGHANI, Premji; KNAGGS, Michael; (204 pag.)WO2016/15014; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine. A new synthetic method of this compound is introduced below.

Intermediate 2; 2,,5-Dichloro-N-(5-methyl-lH-pyrazol-3-yl)pyrimidin-4-amine To a solution of 5-methyl-lH-pyrazol-3-amine (2.78 g, 27.3 mmol) in absolute EtOH (30 ml) was added triethylamine (5 ml) and 2,4,5-trichloropyrimidine (5.0 g, 27.3 mmol) and the resulting solution was aged at room temperature for 12 hours. The mixture was partitioned between EtOAc and H2O, the organic layer was washed with brine and dried. The solvents were removed under reduced pressure to give the title compound (4.1 g). LC-MS: 245 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5750-76-5, 2,4,5-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/7753; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia