Category: 10320-42-0

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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine, molecular formula is C4H2ClN3O2, 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. Formula: C4H2ClN3O2

General procedure: A mixture of compound 8 (10.0 g, 23.4 mmol) and 2-chloro-5-nitropyrimidine (3.90 g, 24.5 mmol) in THF (80 mL) was refluxed overnight. After removal of the solvent, the residue was purified by silica gel column chromatography (hexane/AcOEt = 70:30 to 0:100) to give the title compound (11.0 g, 20.0 mmol, 98percent) as a yellow solid.

With the rapid development of chemical substances, we look forward to future research findings about 10320-42-0.

Reference:
Article; Sato, Kenjiro; Takahagi, Hiroki; Kubo, Osamu; Hidaka, Kousuke; Yoshikawa, Takeshi; Kamaura, Masahiro; Nakakariya, Masanori; Amano, Nobuyuki; Adachi, Ryutaro; Maki, Toshiyuki; Take, Kazumi; Takekawa, Shiro; Kitazaki, Tomoyuki; Maekawa, Tsuyoshi; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4544 – 4560;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10320-42-0, 2-Chloro-5-nitropyrimidine, 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, Application In Synthesis of 2-Chloro-5-nitropyrimidine, blongs to pyrimidines compound. Application In Synthesis of 2-Chloro-5-nitropyrimidine

a dry 50 ml reaction flask was vacuumed three times with nitrogen, then added 2-tert-butylphenol (150 mg, 1.0 mmol, 1.0 equiv) to the reaction flask, and added 3.0 ml of dried THF. Stir to 2-tert-butylphenol to dissolve, then add NaH (28.8 mg, 1.2 mmol, 1.2 equiv, sodium hydride content 60percent suspended in mineral oil) to the reaction flask under ice bath, under ice bath The reaction was carried out for 30 min; then 2-chloro-5-nitropyrimidine (0.1593 g, 1.0 mmol, 1.0 equiv) was added to the reaction flask. The entire mixture was slowly raised to a temperature of 50 ¡ã C for 12 hours. The reaction was monitored by TLC, and the reaction was stopped if it was detected that all of the phenol was completely reacted. The experimental treatment was to drain the solution in the reaction; dissolve the solute in the reaction flask with ethyl acetate, transfer it to a 100 ml round bottom flask, and add 3 ml (200-300 mesh) of silica gel to the round bottom flask. Dry (petroleum ether and ethyl acetate) over silica gel on the column.The intermediate product was white crystals of 2-(2-(tert-butyl)phenoxy)-5-nitropyrimidine (189 mg, 87percent yield).

The synthetic route of 10320-42-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jinan University; Feng Pengju; Chen Tianfeng; Chen Junfeng; Huang Yifeng; (19 pag.)CN108164397; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10320-42-0, 2-Chloro-5-nitropyrimidine, 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, 10320-42-0, blongs to pyrimidines compound. name: 2-Chloro-5-nitropyrimidine

A mixture of 2-chloro-5-trifluoromethyl-benzeneboronic acid (c, 200 mg), 2-chloro-5-nitro-pyrimidine (f, 100 mg), Pd(PPh3)4 (0.05 mmol), sodium bicarbonate (2 mmol) in a mixture of toluene (20 mL), water (5 mL), ethanol (2 mL) was heated at 80¡ã C. for 24 h. The mixture was taken up with EtOAc (100 mL), washed with water (2.x.100 mL) and dried (Na2SO4). The oil obtained on concentration was passed through a layer of silica gel to get compound g as a crude mixture.The above mixture was treated with SnCl2 (200 mg) in ethanol (EtOH) (5 mL) for 16 h. The mixture was diluted with water (50 mL) and extracted with DCM (2.x.50 mL). The DCM layer was dried, evaporated and passed through silica gel to afford compound h as a crude mixture. The above mixture was treated with 2,6-difluorobenzoic acid (100 mg) and EDC (150 mg) in DCM (5 mL) for 16 h. The mixture was washed with water and purified by column chromatography to give N-[2-(2-chloro-5-trifluoromethyl-phenyl)-pyrimidin-5-yl]-2,6-difluoro-benzamide as white solid (Compound 122, 10 mg). 1H-NMR (CDCl3) delta 9.28 (s, 2H), 8.09 (s, 1H), 8.0 (br, 1H), 7.63 (s, 2H), 7.5 (m, 1H), 7.1 (t, 2H, J=8) ppm; ESMS calcd for C18H9ClF5N3O: 413.0; found: 414.0 (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,10320-42-0, its application will become more common.

Reference:
Patent; Synta Pharmaceuticals Corp.; US2006/173021; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10320-42-0, 2-Chloro-5-nitropyrimidine, 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, 10320-42-0, blongs to pyrimidines compound. HPLC of Formula: C4H2ClN3O2

tert-Butyl 4-( ( 1 S ,2R )-2-(2-aminoethyl )cyclopropyl )piperidine-1-carboxylate(Intermediate 7) (600 mg, 2.2 mmol), 2-chloro-5-nitropyrimidine (427 mg, 2.6 mmol), andpotassium carbonate (460 mg, 3.3 mmol) were stirred in DMF (5 mL) at rt for 12 hrs. The5 mixture was filtered, washing with EtOAc. The resulting organic layer was washed withsaturated aqueous ammonium chloride solution (10 mL x 1), dried over MgS04, filtered, andconcentrated under reduced pressure to afford the title compound (730 mg, 85percent) as a crudeproduct to be used for the next step. LC/MS (m/z): 392 (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,10320-42-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACTON, John, J.; EDMONDSON, Scott, D.; LIU, Ping; MILLER, Michael, W.; WOOD, Harold, B.; DUBOIS, Byron, G.; GEISS, William, B.; WO2014/52379; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10320-42-0, 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 10320-42-0, name is 2-Chloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 165(5R)-3-(2-chloropyrimidin-5-yl)-5-ethyl-5-methyl-imidazolidine-2,4-dioneTo a solution of triphosgene (1.38 g, 4.65mmol) in Ethyl acetate (20 ml) at 0¡ãC a solution of 2-chloro-5- aminopyrimidine (1 g, 7.75 mmol)/DIPEA (8 ml, 4.65 mmol) in ethyl acetate (40 ml) was slowly added (20 minutes) and the reaction mixture was stirred for 15 minutes at the same temperature. Maintaining the reaction mixture at 0¡ãC, vacuum was applied (10 minutes) for removingthe excess of phosgene. A solution of DMAP (0.945g, 7.75mmol) in ethyl acetate/dichloromethane 1:1 (8 ml) was added and the reaction mixture was stirred for 5 minutes at the same temperature. A solution of methyl (R)-2-amino-2- methyl-butyrate hydrochloride (2.59 g, 15.5 mmol) in ethyl acetate (30 ml) was slowly added (15 minutes) at 0¡ãC and the reaction mixture was stirred for 30 minutes at the same temperature. The reaction was quenched with aqueous buffer (pH3) while the pH was allowed to reach ~5-6 and two phases were separated. The organic layer was washed with aqueous buffer (pH3) (2×20 ml) and then brine (20 ml), dried (Na2S04), filtered and evaporated affording the urea intermediate as orange foam.The urea was dissolved in MeOH (20 ml), NaOMe (0.41 g, 7.75 mmol) was added and the reaction mixture was stirred for 15 minutes at r.t.. The mixture was quenched with an aqueous saturated solution of ammonium chloride (25 ml) and diluted with ethyl acetate (50 ml). Two phases were separated and the organic layer was washed with brine (2×20 ml), dried (Na2S04), filtered and evaporated. The residue was triturated with Et20 (10 ml) and the solid collected affording the title compound (1.22 g) as a beige solid. LC/MS: QC_3_MIN: Rt = 1.341 min; 255 [M+H]+.

According to the analysis of related databases, 10320-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AUTIFONY THERAPEUTICS LIMITED; ALVARO, Giuseppe; DAMBRUOSO, Paolo; MARASCO, Agostino; TOMMASI, Simona; DECOR, Anne; LARGE, Charles; WO2012/76877; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10320-42-0, Adding some certain compound to certain chemical reactions, such as: 10320-42-0, name is 2-Chloro-5-nitropyrimidine,molecular formula is C4H2ClN3O2, 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 10320-42-0.

To a solution of 36 (400 mg, 2.5 mmol) in HOAc (5 mL) is added Fe (700 mg.12.5 mmoi). After stirring at 75 C for 2 hours, the mixture is cooled to room temperature, filtered, concentrated, and purified by silica gel column chromatography (F:A:PE == 1:5) to give 37 as as an oil (320 mg. 98% yield). (MS: [M+Hj 1300)

According to the analysis of related databases, 10320-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IMMUNE SENSOR, LLC; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; ZHONG, Boyu; SUN, Lijun; SHI, Heping; LI, Jing; CHEN, Chuo; CHEN, Zhijian; (270 pag.)WO2017/176812; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10320-42-0, 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine, molecular formula is C4H2ClN3O2, 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.

2-chloro-5-nitropyrimidine (1 g, 6.27 mmol) was mixed with ethylene glycol (8ml, 143 mmol) and DIEA (3.28 ml, 18.81 mmol) was added. The mixture was stirred at80 ¡ãC for 20 minutes and was then poured into 30 mL of ice water. 40 mL of EtOAc was added to the mixture followed by 20 mL of iN aq. HC1. EtOAc (30 mL x 3) was used to extracted aq. Layer. The combined organic layer was washed with brine, dried with sodium sulfate, filtered and concentrated to give Intermediate I-57A in quantitative yieldas a yellow oil. The product was brought forward without further purification. ?H NMR(400MHz, CHLOROFORM-d) oe 9.33 (s, 2H), 4.73-4.51 (m, 2H), 4.08-3.96 (m, 2H), 2.41 (br. s., 1H).

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 10320-42-0, 2-Chloro-5-nitropyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; HALPERN, Oz Scott; JIANG, Wen; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (545 pag.)WO2018/13776; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10320-42-0, 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.10320-42-0, name is 2-Chloro-5-nitropyrimidine, molecular formula is C4H2ClN3O2, molecular weight is 159.5306, as common compound, the synthetic route is as follows.

Example 41Synthesis of N-(2-chloro-5-pyrimidinyl)-4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-6-(4-morpholinyl)-1,3,5-triazin-2-amineThe compound was synthesized according to Method A.A suspension of 3.5 g (63 mmol) of iron dust in 10 mL of 1.5% aq. AcOH and 35 mL of 65% EtOH was heated to 80 C., and 1.005 g (6.28 mmol) of 2-chloro-5-nitropyrimidine was added. The reaction mixture was then heated at 90 C. for 1 hr. After cooling to room temperature, the reaction mixture was neutralized with aq. NH3, filtered through celite, and concentrated in vacuo. The residue was extracted with EtOAc (¡Á4), and the organic layer was washed with brine, dried (Na2SO4), and concentrated. Chromatography on silica, eluting with hexanes/EtOAc (6:4), gave 0.49 g (60% yield) of 5-amino-2-chloropyrimidine as a yellow powder: 1H NMR (DMSO-d6) delta8.03 (s, 2H); LCMS (APCI+) m/z: 130 (MH+, 100%).A mixture of 0.28 g (0.71 mmol) of 1-[4-chloro-6-(4-morpholinyl)-1,3,5-triazin-2-yl]-2-(difluoromethyl)-4-methoxy-1H-benzimidazole, 0.076 g (0.56 mmol) of the above amine, 0.026 g (0.04 mmol) of BINAP, 0.01 g (0.04 mmol) of Pd(OAc)2, and 0.266 g (0.82 mmol) of Cs2CO3 in 1,4-dioxane (4 mL) was heated at 100 C. for 3 hrs under nitrogen. The mixture was cooled to room temperature, sat. NaHCO3 solution was added, and the resulting mixture was extracted with EtOAc (¡Á4). The organic layer was washed with brine, dried (Na2SO4), and concentrated. Chromatography on silica, eluting with CH2Cl2/EtOAc (6:1), gave 0.10 g (36% yield) of N-(2-chloro-5-pyrimidinyl)-4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-6-(4-morpholinyl)-1,3,5-triazin-2-amine, as a white powder: mp 295 C. (decomp.); 1H NMR (DMSO-d6) delta10.43 (s, 1H), 9.08 (s, 2H), 8.09-7.69 (m, 2H), 7.42 (t, J=8.0 Hz, 1H), 6.98 (d, J=7.6 Hz, 1H), 3.98 (s, 3H), 3.83 (s, 4H), 3.75-3.73 (m, 4H); Anal. Calcd. for C20H18ClF2N9O2: C, 49.0; H, 3.7; N, 25.7. Found: C, 49.2; H, 3.9; N, 25.45%.

Statistics shows that 10320-42-0 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-nitropyrimidine.

Reference:
Patent; Pathway Therapeutics Limited; US2011/9405; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10320-42-0, 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine, molecular formula is C4H2ClN3O2, 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.

A mixture of 1 ,4-diazabicyclo[3.2.2]nonane (0.87 g, 6.90 mmol), 2-chloro-5- nitro-pyrimidine (1.56 g, 6.27 mmol) and dioxane (75 ml) was stirred at room- temperature for 15 h. Aqueous sodium bicarbonate (20 ml, 10percent) was added followed by extraction with ethylacetate (3 x 20 ml). The organic phase was dried and evaporated and a yellow powder was isolated. Yield 0.86 g (55percent). Mp 135-139or V”y .

According to the analysis of related databases, 10320-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NeuroSearch A/S; WO2007/138039; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10320-42-0, 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

(3S)-1o-(3-aminopyrrolidin- 1-yl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H- [1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid (40 mg, 0.115 mmol, 1 eq) was dissolved in dimethyl sulfoxide (2 mL) with 2-Chloro-5-nitropyflmidine (36.74 mg, 0.230 mmol, 2 eq) in a s mL capacity microwave vessel fitted with a magnetic stirrerbar and microwaved at 160¡ãC for 1.5 hours. The DMSO was evaporated the compound was crystalized using hot ethanol to afford compound A1.27. 1H NMR (400 MHz, DMSO-d6) 6 15.38 (br. s., 1H), 9.15 (d, J = 3.30 Hz, 1H), 9.08 (d, J= 3.30 Hz, 1H), 8.90 (s, 1H), 7.56 (d, J = 14.12 Hz, 1H), 4.90-4.85 (m, 1H), 4.60 – 4.56 (m, 1H), 4.53 (d, J = 11.74 Hz, 1H), 4.28 (d, J = 11.19 Hz, 1H), 4.05 ? 3.90 (m, 2H), 3.75 – 3.83-3.68 (m, 2H), 2.22 (tcl, J = 6.53, 12.79 Hz, 1H), 2.05 (dcl, J = 6.51, 12.56 Hz, 1H),1.45 (ci, J = 6.79 Hz, 3H); Formula C21H19FN606 LC-MC Retention time 3.362 mm,Found 471.1 [M+H]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10320-42-0, 2-Chloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; KING’S COLLEGE LONDON; THE SECRETARY OF STATE FOR HEALTH; RAHMAN, Khondaker Mirazur; JAMSHIDI, Shirin; LAWS, Mark Benjamin; NAHAR, Kazi; SUTTON, John Mark; HIND, Charlotte; (265 pag.)WO2018/220365; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia