Pyrimidines

Reference of 330786-24-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 330786-24-8 as follows.

[0143] To a stirred solution of 1-2 (0.15 g, 0.5 mmol) inDMF (3.0 mL) 1-12 (0.2 g, 0.54 mmol) and Cs2C03 (0.32 g,1.0 mmol) is added. The reaction mixture is heated to 60 C. After 18 hours, the reaction mixture is concentrated in vacuoand purified via Combi-flash chromatography on silica gel(using a solvent gradient of 5% MeOH in CH2Cl2 ) to afford1-13 (0.18 g, 73%). The following intermediate was preparedin similar fashion:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,330786-24-8, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOSANAC, Todd; DISALVO, Darren; HORAN, Joshua Courtney; LIANG, Shuang; ZINDELL, Renee M.; US2014/275014; (2014); 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. 20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2,4-Diaminopyrimidine-5-carboxaldehyde

General procedure: Appropriate substituted benzoyl hydrazine 4 (1 equiv) was added to a solution of intermediate 2 (1mmol) in ethanol (10mL). The reaction mixture was stirred for 3h at reflux under the condition of the presence of acetic acid as catalyzer, then poured into cold water and the resulting solid was collected by filtrated, washed with EtOH (10mL), and dried in the atmospheric pressure to give the desired title compounds A, B, and C.

The synthetic route of 20781-06-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; He, Haifeng; Xia, Hongying; Xia, Qin; Ren, Yanliang; He, Hongwu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5652 – 5661;,
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Adding a certain compound to certain chemical reactions, such as: 32779-37-6, 2,5-Dibromopyrimidine, 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, 32779-37-6, blongs to pyrimidines compound. Formula: C4H2Br2N2

General procedure: In a dry sealed tube under argon were placed, to a solution of 1-Boc-piperazine (5.04 mmol), potassium carbonate (13.1 mmol) in acetonitrile (12.6 mL) was added 2,5-dibromo pyrimidine13(5.04 mmol). The mixture was allowed to stir at 80 C for 12 h. After completion of the reaction (monitored by TLC), the mixture was then cooled at room temperature, then it was quenched with saturated aqueous NH4Cl (10 mL) and extracted with EtOAc. The organic layers were dried over anhydrous MgSO4and concentrated in vacuo. The resulting residue was purified by flash column chromatography on silica gel (EtOAc:n-hexane = 1:8) to afford piperazine11a. tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate(11a): Yield: 88%;1H-NMR (400 MHz, CDCl3)delta8.30 (s,J= 2.0 Hz, 2H), 3.78-3.75 (t,J= 5.2 Hz, 4H), 3.49-3.47 (t,J= 5.2 Hz, 4H), 1.48 (s, 9H).13C-NMR (100 MHz, CD3OD)delta161.2, 159.2, 156.46, 107.15, 81.5, 44.8, 28.6.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,32779-37-6, its application will become more common.

Reference:
Article; Kim, Juhyeon; Kim, Yoon Jung; Londhe, Ashwini M.; Pae, Ae Nim; Choo, Hyunah; Kim, Hak Joong; Min, Sun-Joon; Molecules; vol. 24; 18; (2019);,
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Application of 139756-21-1, Adding some certain compound to certain chemical reactions, such as: 139756-21-1, name is 5-(2-Ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one,molecular formula is C17H20N4O2, 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 139756-21-1.

To the chlorosulphonic acid (3.0mL, 36.58mmol) was added 5-(2-ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one (1g, 2.4mmol) while maintaining the temperature 0C, then reaction was allowed to proceed at 0-5C until TLC analysis indicated the absence of starting material. After completion, to the reaction mixture, cold CHCl3 was added and to it ice was added in portions. Organic layer was separated and re-extracted the water layer with 2×100mL cold CHCl3 and the combined organic layer are washed with brine solution, concentrated under vacuum; Yield 75%.

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. 139756-21-1, 5-(2-Ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Reddy, G. Lakshma; Dar, Mohd. Ishaq; Hudwekar, Abhinandan D.; Mahajan, Priya; Nargotra, Amit; Baba, Adil Manzoor; Nandi, Utpal; Wazir, Priya; Singh, Gurdarshan; Vishwakarma, Ram A.; Syed, Sajad Hussain; Sawant, Sanghapal D.; Bioorganic Chemistry; vol. 89; (2019);,
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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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, 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: C5H4Cl2N2

Methylbenzylzinc chloride (25 ml of 0.5 M THF solution, 12 mmol) was added to a solution of 4,6-dichloro-5-methylpyrimidine (2.0 g, 12 mmol) and bis(triphenylphosphine) palladium(II) chloride (0.4 g. 0.6 mmol) in THF (20 mL). The reaction mixture was heated to reflux for 2 hours, cooled to room temperature, and then poured onto water (10 mL). The reaction mixture was extracted with ethyl acetate, and the organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by silica gel flash column chromatography (1:10 Et2O/Hexane) to yield the product (1.0 g, 35%) as a white solid. 1H NMR (CDCl3, 400 MHz) delta 8.75 (s, IH), 7.09-7.22 (m, 4H), 6.84 (d, J = 7.81 Hz, IH), 4.15 (s, IH), 2.38 (s, 3H), 2.32 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 4316-97-6.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; WO2007/146824; (2007); A2;,
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Pyrimidine – Wikipedia

Electric Literature of 42754-96-1, 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 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4,6-dichloro-lH-pyrazolo[3,4-d]pyrimidine (1.0 g, 5.29 mmol), TsOH (91 mg, 0.53 mmol) and dihydropyran (1.33 g, 15.87 mol) in THF (20 mL) was heated to reflux and stirred overnight. After cooling, the mixture was concentrated to give 4,6- dichloro-l-(tetrahydro-2H-pyran-2-yl)-lH-pyrazolo[3,4-d]pyrimidine (1.2 g) which was used without further purification

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 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; LIU, Xuedong; ZHANG, Gan; CHAN, Daniel, Chuen-Fong; PISCOPIO, Anthony, D.; (117 pag.)WO2015/175813; (2015); A1;,
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Related Products of 56843-79-9, 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.56843-79-9, name is 4-Chloro-2-methylthieno[2,3-d]pyrimidine, molecular formula is C7H5ClN2S, molecular weight is 184.65, as common compound, the synthetic route is as follows.

Example 31 : 6,6-dimethyl-3-[(2-methylthieno[2,3-d]pyrimidin-4-yl)amino]-N-[trans-2- phenylcyclopropyl]-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxamide; A mixture of compound 4b (83 mg, 0.267 mmol) and compound 31c (4-chloro-2-methylthieno[2,3- d]pyrimidine, prepared following same method compound 32c was prepared, 115 mg, 2 eq,) was added an aqueous solution of acetic acid (50% v/v, 1 ml). The resulted mixture was heated and stirred at 1000C for 1 hour. Preparative HPLC purification give the title compound as a white solid (34 mg, 27% yield). 1H EPO NMR (CD3OD) delta: 1.03-1.13 (m, 2 H), 1.69 (s, 3 H), 1.70 (s, 3 H), 1.90-1.99 (m, 1 H), 2.66 (s, 3 H), 2.67-2.75 (m, 1 H), 4.46 (s, 2 H), 6.98-7.19 (m, 5 H), 7.55-7.61 (m, 1 H) 7.63-7.69 (m, 1 H), 8.20 (d, J=6.06 Hz,1 H). LCMS (APCI, M+H+): 460.1. Anal. (C24H25N7OS-LSITFA-O-I SH2O): C, H, N. HPLC-UV Detection:95% purity.

Statistics shows that 56843-79-9 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-2-methylthieno[2,3-d]pyrimidine.

Reference:
Patent; PFIZER INC.; WO2006/72831; (2006); A1;,
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Pyrimidine – Wikipedia

Related Products of 633328-95-7, 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.633328-95-7, name is 5-Bromo-2-chloro-4-methylpyrimidine, molecular formula is C5H4BrClN2, molecular weight is 207.46, as common compound, the synthetic route is as follows.

To a stirred solution of (2-methyl-[l,l*-biphenyl]-3-yl)methanol (7.1 g, 0.036 mol) in DMF (60 mL) at 0C, sodium hydride (1.73 g, 60% in minerali oil, 0.043 mol) was added and stirred at room temperature for 30 minutes. To this mixture, 5- bromo-2-chloro-4-methylpyrimidine (5 g, 0.024 mol) was added and allowed to stir at room temperature for 16h. After completion of the reaction, the reaction mixture was diluted with water (50 mL) and extracted with ethyl acetate (2 x 100 mL). The combined organic layer was then dried over sodium sulfate, filtered and evaporated to give crude product. The crude product was purified on column chromatography (silicagel, 100-200) using 10% ethyl acetate in hexane as eluent to afford 5-bromo-4- methyl-2-((2-methyl-[l, -biphenyl]-3-yl)methoxy)pyrimidine as off-white solid (Yield: 1.5 g, 17%). LCMS (ES) m/z = 369.01 [M+H]+; MR (400 MHz, CDC13): delta 2.31 (s, 3H), 2.58 (s, 3H), 5.47 (s, 2H), 7.21-7.23 (m, 2H), 7.25-7.30 (m, 2H), 7.35 (m, 1H), 7.39-7.43 (m, 2H), 7.49 (m, 1H), 8.47 (s, 1H). HPLC purity 214 nm, 99.78%.

Statistics shows that 633328-95-7 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-chloro-4-methylpyrimidine.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; PUTTA, Rama Kishore V P; RAJAGOPAL, Sridharan; (179 pag.)WO2019/87214; (2019); A1;,
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Pyrimidine – Wikipedia

Application of 479691-42-4 ,Some common heterocyclic compound, 479691-42-4, molecular formula is C13H19ClN4O2, 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.

Preparation of compound 38: A solution of compound 37 in 20 ml of ether/HCl was allowed to stir at room temperature under nitrogen atmosphere for 1 h. The excess solvent was distilled off under reduced pressure and the crude material was washed with n-pentane and dried to yield 180 mg of compound 38 in quantitative yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,479691-42-4, its application will become more common.

Reference:
Patent; Salituro, Francesco G.; Saunders, Jeffrey O.; Yan, Shunqi; US2010/331307; (2010); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 6320-15-6, 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. 6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below.

Step b: 2.6-Dimethoxypyrimidin-4-ol (18b); A suspension of 4-chloro-2,6-dimethoxy-pyrimidine (4.9 g, 28 mmol), DABCO (6.4 g, 57 mmol) and potassium carbonate (13.8 g, 100 mmol) was refluxed in water (150 ml) for one hour. The mixture was cooled acidified with 5% citric acid and extracted three times with ethyl acetate and three times with DCM with about 105 THF and 10% MeOH. The combined organic phases were dried and evaporated which gave the title compound (1.5 g, 34%), (M+H)+ 1 157.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6320-15-6, 4-Chloro-2,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2008/95999; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia