Pyrimidines

Application of 22536-65-8, 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.

2-chloro-5-methoxypyrimidine (0.150 g, 1.038 mmol) was added to a 50 mL round bottom flask.Norfloxacin(0.331g, 1.038mmol)And potassium carbonate (0 · 172g, 1 · 246mmol), then add 10mL acetonitrile,Reflow at 80 ° Ctwenty fourhour.After the reaction,The reaction mixture was concentrated under reduced pressure to give a crude material.Then use the eluent (methanol / dichloromethane,1/10, V/V)Purified by silica gel column chromatography,0.215 g of compound 1-4 were obtained,It is a yellow solid. Yield: 50.3percent

Statistics shows that 22536-65-8 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-methoxypyrimidine.

Reference:
Patent; Southwest University; Zhou Chenghe; Li Di; Chen Jinping; Ba Tini·nasaiya; An Sali·muhanmode·fuade; (19 pag.)CN109942546; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 51940-64-8, 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 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Dichloropyrimidine 1.4 (3.39 g, 15 mmol) was diluted with toluene (8 mL) and treated with benzyltriethylammonium chloride (0.68 g, 3 mmol) then sodium thiomethoxide (1.2 g, 17 mmol). The resulting suspension was then diluted with 8 mL of water and stirred vigorously for one hr at which time the starting material was found to be consumed by UPLC. The mixture was then diluted with water and ethyl acetate and the layers separated. The organic phase was extracted once with ethyl acetate and the combined organic layers concentrated in vacuo. The resulting solid was then triturated with ca. 15 mL of diethyl ether and the solid isolated by filtration and washed with a small amount of diethyl ether resulting in a light beige solid (0.66 g, 19%). MS found for C8H9ClN2O2S as (M+H)+ 233.0, 235.1.

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 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; BAUER, Shawn M.; ROSE, Jack W.; SONG, Yonghong; XU, Qing; MEHROTRA, Mukund; HUANG, Wolin; PANDEY, Anjali; WO2010/129802; (2010); A1;,
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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. 19646-07-2, name is 2,4-Dichloro-5-methoxypyrimidine, the common compound, a new synthetic route is introduced below. Product Details of 19646-07-2

Intermediate 3: -Chloro-5-methoxypyrimidine2,4-Dichloro-5-methoxypyrimidine (43g, 0.24mol), zinc dust (86g, 1.32mol), ethanol (200 mL) and water (200 mL) were heated under reflux for 4h. The hot mixture was filtered and the ethanol was removed under reduced pressure. After cooling, the product was extracted into diethyl ether. Recrystallisation from light petroleum (b.p.: 40-60°C) gave 2-chloro-5-methoxypyrimidine (20g, 58percent).Mass: (ES+) 145 (M+H)+ NMR: 5H ( 6-DMSO) 3.92 (3H, s) and 8.55 (2H, s).

The synthetic route of 19646-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SENEXIS LIMITED; HORWELL, David Christopher; SCOPES, David Ian Carter; WO2011/144578; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1439-10-7, 4-Amino-5-bromopyrimidine, 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, SDS of cas: 1439-10-7, blongs to pyrimidines compound. SDS of cas: 1439-10-7

The above boronate (0.2 g) was dissolved in DME: H20 (5 mL: 1 mL). 2-Amino-3-bromo- pyrimidine (0.070 g) and potassium carbonate (0.092 g) were added and the flask was flushed with N2. The mixture was stirred for 20 min, and then PDCL2 (DPPF) CH2CL2 (0.020 g) was added. The mixture was heated at 80 C for 2h, cooled to room temperature and diluted with EtOAc. The mixture was filtered, concentrated and the residue was purified by silica gel chromatography to afford the title compound (0.080 g) as a foam (713.3, M+1)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1439-10-7, 4-Amino-5-bromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2004/41273; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1211443-61-6 ,Some common heterocyclic compound, 1211443-61-6, molecular formula is C14H17ClN4O, 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 solution of 3-(3-aminophenyl)-5-mo holino-7H-thieno[3,2-b]pyran-7-one from step 1 (0.050 g, 0.152 mmol), 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6- carboxamide (0.055 g, 0.182 mmol), BINAP (0.017 g, 0.029 mmol), and cesium carbonate (0.151 g, 0.458 mmol) in 1,4-doxane (2.0 mL) was degassed under a flow of argon for 15 min. Pd(OAc)2 (0.010 g, 0.025 mmol) was added to the mixture and degassed for 10 min. Then, the reaction mixture was heated to 95-100 C for 12 h. The reaction mixture was next cooled to the ambient temperature and concentrated under reduced pressure. The crude product was purified by flash column chromatography (silica-gel), eluting with DCM/MeOH (97:3) gradient. The fractions containing the product were concentrated to yield 28% of compound 17 (0.024 g, 0.041 mmol). Physical state: Pale yellow solid. R = 0.30 (mobile phase: 5% MeOH/DCM) on silica gel plate. Proton NMR and mass spectra are consistent with the structure of product. Calculated molecular weight: 584.2 Dalton. MS (ESI) m/z = 585.42 [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,1211443-61-6, its application will become more common.

Reference:
Patent; SIGNALRX PHARMACEUTICALS, INC.; MORALES, Guilermo, A.; GARLICH, Joseph, R.; DURDEN, Donald, L.; (166 pag.)WO2018/140730; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 784150-41-0 ,Some common heterocyclic compound, 784150-41-0, molecular formula is C6H3BrClN3, 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.

4-(1,1-Dioxothiomorpholinyl)phenyl)boronic acid pinacol ester (1.1 g, 3.3 mmol) was added to a 100mL of flask and added with 6-bromo-4-chloro-7-((2-(trimethylsilyl) ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (440 mg 1.90 mmol), potassium carbonate (0.53 g, 3.8 mmol), dioxane (40 mL), Pd (dppf) Cl2(139 mg, 0.18 mmol), and water (4 mL) successively. The reaction mixture was stirred at 80C for 16 h under argon atmosphere. The reaction mixture was cooled to rt. and concentrated under reduced pressure to dryness. The residues were purified by column chromatography (eluent: PE:EtOAc, 3:1) to give 100 mg of the title compound as pale yellow solid (yield of 14.5%).

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. 784150-41-0, 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The National Institutes Of Pharmaceutical Research; YIN, Huijun; YAN, Xu; ZONG, Libin; TIAN, Weixue; ZHENG, Li; DOU, Haoshuai; YANG, Yan; (68 pag.)EP3556761; (2019); A1;,
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Pyrimidine – Wikipedia

Related Products of 98141-42-5, 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.98141-42-5, name is 4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C6H4Cl2N4, molecular weight is 203.03, as common compound, the synthetic route is as follows.

A mixture of 3-methoxyphenol (70 muL) and NaH (37 mg) in dry THF (3 mL) under N2 was stirred for 30 min. 4,6-Dichloro-l-methyl-lH-pyrazolo[3,4-d]pyrimidine 5 was added. After 18 hr, the reaction mixture was cooled, diluted with water, extracted with EtOAc, dried (Na2SO4), filtered and concentrated in vacuo then purified by flash chromatography to give a 2:1 mixture of 6-chloro-4-(3-methoxy-phenoxy)-l-methyl-lH-pyrazolo[3,4-d]pyrimidine and 3-methoxyphenol.

The chemical industry reduces the impact on the environment during synthesis 98141-42-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; WO2009/97446; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 213265-83-9, Adding some certain compound to certain chemical reactions, such as: 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, 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 213265-83-9.

A solution of 4,6-dichloro-5-fluoropyrimidine (102 mg, 0.61 mmol), (1R,3S,4S)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-cyclopentanamine (200 mg, 0.56 mmol), and triethylamine (0.16 mL, 1.11 mmol) in ethanol (2.00 mL) was heated in a sealed tube under microwave irradiation at 140 C. for 1 h. The reaction mixture was concentrated under vacuum, and the residue was purified by flash chromatography (0 to 15% ethyl acetate/hexanes) to afford the title compound (213 mg, 70%) as a light yellow solid. LC/MS: Rt=2.60 min, ES+ 490.5 (AA standard).

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. 213265-83-9, 4,6-Dichloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2008/51404; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1088994-22-2 ,Some common heterocyclic compound, 1088994-22-2, molecular formula is C12H10N2O2, 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.

Compound 8 was obtained by the following procedure: 5-methyl-2-(pyrimidin-2- yl)benzoic acid (428mg, 2mmol; prepared according to WO 2008147518), intermediate 1 (500mg, 2mmol) and DIPEA (0.65ml) were dissolved in DCM (5ml) at 0C, then T3P (50% in DCM, 1 .5g) was added. The mixture is stirred at reflux for 8 hours then at RT overnight. The reaction was washed with NaOH 1 M and water, dried (Na2SO4) and evaporated. The crude was purified by silica gel column chromatography (DCM to DCM/MeOH = 95/05) to obtain 180mg of the title compound.MS (ESI); m/z 446 [MH]+ 1 HNMR (CDCI3) delta ppm 8.80-8.77 (m, 1 H) 8.64-8.6 (d, 1 H) 8.36-8.31 (d, 1 H) 8.08- 8.04 (m, 1 H) 7.43-7.17 (m, 3H) 7.08-7.03 (t,1 H) 6.36-6.31 (d, 1 H) 5.79 (bs, 1 H) 5.19-5.1 1 (m, 1 H) 4.00-3.89 (m, 1 H) 3.71 -3.62 (m, 1 H) 3.50-3.39 (m, 1 H) 3.37- 3.21 (m, 1 H) 2.45 (s, 3H) 2.31 -2.24 (dd, 1 H) 1 .99-1 .88 (dt, 1 H) 1 .25-1 .19 (d, 1 H) 0.75-0.68 (d, 1 H) 0.60-0.13 (m, 4H).

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. 1088994-22-2, 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ROTTAPHARM S.P.A.; STASI, Luigi Piero; ROVATI, Lucio; WO2012/104338; (2012); 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