Category: 4359-87-9

Application of 4359-87-9, 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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Dissolve 0.G2 mole (4.53 gm) 2,4,6-Trichloro-5-Nitropyrimidine 31 in 40 ml THF keep at 10C under stirring. Dissolve 0.02 mole (3aR,4S,6R,6aS)-6-amino-2,2- dimethyltetrahydro-3aH-cyclopenta[d][l ,3]dioxol-4-ol 10 (3.46 gm) in 25 ml THF. Charge (3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta [d][l ,3]dioxol-4-ol solution dropwise in reaction mass. Stir for 3-4 hours. Check TLC and upon completion of reaction remove THF under vacuum, add water and extract with ethyl acetate. Concentrate ethyl acetate under vacuum to obtain oily liquid, 45, which can be taken directly to next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4359-87-9, 2,4,6-Trichloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ANLON CHEMICAL RESEARCH ORGANIZATION; RASADIA, Punitkumar Rameshbhai; RAMANI.Vaibhav Narendrakumar; PANDEY, Bipin; BHADANI, Vijay Nagjibhai; VACHHANI, Dipakkumar Dhanjibhai; SHAH, Anamik Kantilal; WO2015/162630; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4359-87-9 ,Some common heterocyclic compound, 4359-87-9, molecular formula is C4Cl3N3O2, 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.

To a suspension of 2,4,6-trichloro-5-nitropyrimidine (0.8g, 3.5mmol) inTHF (30ml) was added [l-(4-Amino-phenyl)-cyclobutyl]-carbamic acid tert-butyl ester (0.827g, 3.15mmol) at 15C. The mixture was stirred for 30min at 15C. The reaction mixture was concentrated and was purified by flushing chromatography on silica gel (eluting with Hexane EtOAc=100/l~3/l) to give tert-butyl l-(4-(2,6-dichloro-5-nitropyrimidin-4- ylamino)phenyl)cyclobutylcarbamateas a yellow solid (0.45g, 31.5% yield). ‘HNMR (CDCI3, 400 MHz): S9AS(s, 1H), 7.49 (s, 4H), 5.12 (s, ??,), 2.55-2.51(m, 4?), 2.13-2.04(m, 1H),1.89-I.86(m, lH),1.42(s, 9H); LC/MS: (ESI+) e/z: 454.3 [M+l]+, 456.3 [M+3]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4359-87-9, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; SKELTON, Nicholas; GRADL, Stefan; BLAKE, James F.; GRAHAM, James M.; GUNAWARDANA, Indrani W.; HENTEMANN, Martin; MARLOW, Allison L.; TANG, Tony P.; WO2013/78254; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4359-87-9, 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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Reference Example 1: N,N-dibenzyl-N’-tert-butyl-2-chloro-5-nitropyrimidine-4,6-diamine To 2,4,6-trichloro-5-nitropyrimidine (, 22.8 g) in methylene chloride(l 70 mL), a solution of tert-butylamine (7.3 g) in methylene chloride (30 mL) was slowly added dropwise at 0 C. To the reaction mixture, diisopropylethylamine (17.3 mL) was slowly added dropwise at 0 C. The reaction mixture was stirred at 0 C for 60 minutes. To the reaction mixture, water was poured and the reaction mixture was extracted with methylene chloride. The obtained organic layer was washed with a saturated saline solution, and was dried over sodium sulfate, and thereafter, was concentrated under a reduced pressure. 12.7 g of the obtained intermediate (27.8 g) was dissolved in methylene chloride (170 mL). To the solution, a solution of dibenzylamine (19.2 mL) in methylene chloride (30 mL) was added dropwise at 0 C. To the reaction mixture, diisopropylethylamine (17.3 mL) was added dropwise at 0 C. The reaction mixture was stirred at 0 C for 60 minutes. To the reaction mixture, water was poured and the reaction mixture was extracted with methylene chloride. The obtained organic layer was washed with a saturated saline solution, and was dried over sodium sulfate, and thereafter, was concentrated under a reduced pressure. The remaining intermediate (15.09 g) was similarly reacted. The obtained crude product was purified by silica gel column chromatography to give the title compound (27.2 g) having the following physical properties. TLC: Rf 0.45 (hexane: ethyl acetate = 9 : 1); 1H-NMR (CDCl3): delta1.51, 4.52, 7.06-7.14, 7.23-7.38, 8.41.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4359-87-9, its application will become more common.

Reference:
Patent; Ono Pharmaceutical Co., Ltd.; YAMAMOTO, Shingo; KURONO, Masakuni; YOSHIDA, Atsushi; HOTTA, Shingo; (53 pag.)EP3560926; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4359-87-9, Adding some certain compound to certain chemical reactions, such as: 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine,molecular formula is C4Cl3N3O2, 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 4359-87-9.

A solution of compound 37 (3.33 gm) in water (30 mL) and NaHC03 was added dropwise to a solution of 2,4,6-trichloro-5-nitropyrimidine 31 in THF (40 mL) at 5-10C. The resulting reaction mixture was stirred at RT for 2h and layers were separated. The THF layer was then distilled off and the residue was extracted with ethyl acetate (2 x 100 mL). The combined organic layers were washed with brine, dried over sodium sulfate and concentrated under vacuum. The resulting residue was purified by column chromatography to obtain 4.8 gm of 38. NMR (400 MHz, CDC13): 5 8.55 (d, 1H), 4.84-4.82 (m, 1 H), 4.61 (d, 1 H), 4.46 (d, 1 H), 4.0 (d, lH), 3.83-3.75 (m, 3H), 3.66-3.63 (m, 1H), 3.34 (bs, 1 H), 2.37-2.32 (m, 1 H), 1.95-1.88 (m, 3H), 1.72-1.62 (m, 6H).

According to the analysis of related databases, 4359-87-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANLON CHEMICAL RESEARCH ORGANIZATION; RASADIA, Punitkumar Rameshbhai; RAMANI.Vaibhav Narendrakumar; PANDEY, Bipin; BHADANI, Vijay Nagjibhai; VACHHANI, Dipakkumar Dhanjibhai; SHAH, Anamik Kantilal; WO2015/162630; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4359-87-9 ,Some common heterocyclic compound, 4359-87-9, molecular formula is C4Cl3N3O2, 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.

Dissolve 2,4,6-trichloro-5-nitropyrimidine (454 mg, 2.0 mmol) and diisopropylethylamine (516 mg, 4.0 mmol) in anhydrous tetrahydrofuran (20 mL), and slowly add dropwise at 0 C. 2,4-difluorobenzylamine (300 mg, 2.1 mmol) was stirred at 0 C for 1 hour. Concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 15: 1) to obtain 34-e (547 mg, yield: 82%) as a yellow solid.

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. 4359-87-9, 2,4,6-Trichloro-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Zaiji Pharmaceutical Technology Co., Ltd.; Wang Yuguang; Zhang Nong; Wu Tianzhi; Wu Xinliang; (132 pag.)CN110872297; (2020); A;,
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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. COA of Formula: C4Cl3N3O2

To a stirred suspension of K-1 (1.00 g, 4.38 mmol) and DIEA (1.83 mL, 10.51 mmol) in DCM (15 mL) at 0 C is slowly added K-2 (1.00 g, 9.30 mmol) and the reaction is allowed to slowly warm to 25 C and stirred for 4h. The volatiles are removed under reduced pressure and the resulting residue is purified by Si02 flash chromatography to yield K-3.

The synthetic route of 4359-87-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BRUNETTE, Steven Richard; CSENGERY, Johanna; HUGHES, Robert Owen; LI, Xiang; SIBLEY, Robert; TURNER, Michael Robert; XIONG, Zhaoming; (88 pag.)WO2017/58831; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4359-87-9, 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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Preparation of 2,6-dichloro-5-nitro-4-morpholino-pyrimidine. To a solution of 2,4,6-trichloronitropyrimidine (6.20 g, 27.2 mmol) in CH2Cl2 (170 mL) at 0 C. was added a solution of morpholine (2.34 g, 27.2 mmol) and NEt3 (2.74 g, 27.2 mmol) in CH2Cl2 (70 mL) over a period of 1 hr. The reaction mixture was stirred for another 1 hr at 0 C. and allowed to warm to 20 C. and stirred for 12 hours to drive the reaction to competition. For purification, silica gel (20 g) was added to the reaction mixture and the solvent was removed so that product was adsorbed on the silica gel. The material was purified by flash chromatography using CH2Cl2 eluent the product was obtained as yellow solid after concentration. Yield: 6.90 g, 91%. MS (ESI) m/z 279.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4359-87-9, its application will become more common.

Reference:
Patent; Wyeth; US2009/181963; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4359-87-9 ,Some common heterocyclic compound, 4359-87-9, molecular formula is C4Cl3N3O2, 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.

2,4,6-Trichloro-5-nitropyrimidine (45, 1.43 g, 6.26 mmoles) was dissolved in dichloromethane and cooled to 0 C. A solution of 8-oxa-3-azabicyclo[3.2.1]octane (2, 0.934 g, 6.26 mmoles) in dichloromethane and triethylamine (0.873 ml_, 6.26 mmoles) was slowly added over 1 hour. The solution was allowed to stir at 0 C for 2 hours, then warmed to room temperature and stirred for an additional 16 hours. The reaction mixture was filtered, the filtrate was concentrated, dissolved in ethyl acetate, washed with 1 N hydrochloric acid, saturated sodium bicarbonate, brine, dried, and concentrated to provide 3-(2,6-dichloro-5-nitropyrimidin-4- yl)-8-oxa-3-azabicyclo[3.2.1]octane (46). Yield: 1.53 g (80%). HRMS; [M+H]+ Obs’d = 305.0200, [M+H]+ Calc’d = 305.0203.

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. 4359-87-9, 2,4,6-Trichloro-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WYETH LLC; VERHEIJEN, Jeroen, Cunera; ZASK, Arie; RICHARD, David, James; KAPLAN, Joshua, Aaron; CURRAN, Kevin, Joseph; WO2010/120998; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4359-87-9, 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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine, molecular formula is C4Cl3N3O2, 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 solution of 2,4,6-trichloro-5-nitropyrimidine (9.0 g, 39.4 mmol) in THF (540 mL) was added an ammonia solution (10.8 mL, 10 N in EtOH, 78.8 mmol) dropwise at -70 C. After the reaction was stirred at -70 C for 30 mm, it was acidified with AcOH (pH 45) and concentrated. The residue was diluted with EtOAc and the resulting mixture was stirred for 30 mm and filtered. The solids were washed with EtOAc and the organics were combined and concentrated to afford the title compound (16a) (8.0 g, 97%), which was directly used for the next step without further purification.

According to the analysis of related databases, 4359-87-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ORIC PHARMACEUTICALS, INC.; DU, Xiaohui; EKSTEROWICZ, John; FANTIN, Valeria R.; JACKSON, Erica L.; SUN, Daqing; YE, Qiuping; MOORE, Jared; ZAVOROTINSKAYA, Tatiana; (262 pag.)WO2019/90111; (2019); 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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 4359-87-9

PREPARATION 112 2-Chloro-6-morpholin-4-yl-9-(tetrahydro-2W-pyran-4-yl)-7,9-dihydro-8H-purin-8- o a) 4-(2,6-Dichloro-5-nitropyrimidin-4-yl)morpholine A solution of morpholine (362 mg, 4.16 mmol) and triethylamine (0.58 mL, 4.16 mmol) in methylene chloride (11 mL) was added dropwise to a cooled (0 C) solution of 2,4,6- trichloro-5-nitropyrimidine (950 mg, 4.16 mmol) in methylene chloride (25 mL) and the resulting mixture was stirred overnight at ambient temperature. Solvent was then evaporated and the crude was purified by flash cromatography (3:1 hexanes/ethyl acetate) to yield the title compound (780 mg, 67%) as a yellow solid. LRMS (m/z): 279 (M+1)+ 1H NMR (300 MHz, CDCI3) delta ppm 3.77 (m, 4H), 3.50 – 3.67 (m, 4H).

The synthetic route of 4359-87-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; GOMEZ CASTILLO, Elena; BACH TANA, Jordi; WO2011/157397; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia