Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 89581-38-4, Methyl 5-bromopyrimidine-2-carboxylate, 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, Product Details of 89581-38-4, blongs to pyrimidines compound. Product Details of 89581-38-4

Under the protection of N2, PdCl2(dppf) (0.337 g, 0.461 mmol) was added to an anhydrous 1,4-dioxane (200 mL) solution of methyl 5-bromo-2-pyrimidinecarboxylate (2.00g, 9.22 mmol), bis(pinacolato)diboron (2.80 g, 11.1 mol) and anhydrous potassium acetate (2.70 g, 27.7 mol), and the resulting mixture was heated to 100C to react overnight. After cooling and concentration under reduced pressure, water and ethyl acetate were added to the residue, stirred for 15 min, and filtered through Celite filler, and the Celite filler was rinsed with ethyl acetate. After the filtrate was layered, the aqueous phase was extracted with ethyl acetate once. The ethyl acetate phases were combined, washed with a saturated sodium chloride aqueous solution, dried with anhydrous sodium sulfate, and concentrated to obtain a brownish black residue. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (5:1) to obtain a white solid product (1.47 g, 60%). 1H NMR (400 MHz, CDCl3) delta 9.19 (s, 2H), 4.10 (s, 3H), 1.39 (s, 12H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89581-38-4, Methyl 5-bromopyrimidine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co.,Ltd; Centaurus BioPharma Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; LI, Jijun; WU, Wei; ZHU, Yan; WANG, Huting; ZHAO, Lijia; HE, Weinan; SUN, Yinghui; PENG, Yong; HAN, Yongxin; (108 pag.)EP3412669; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3932-97-6, Adding some certain compound to certain chemical reactions, such as: 3932-97-6, name is 2,4-Dichloro-5-(trifluoromethyl)pyrimidine,molecular formula is C5HCl2F3N2, 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 3932-97-6.

5 g (23 mmol) 2,4-dichloro-5-trifluoromethyl-pyrimidine is dissolved in 40 mL THF, the solution is adjusted to -25 C. and 1.8 g (25.3 mmol, 1.1 eq) sodium thiomethoxide is added. The mixture is stirred for 1 h at -25 C. and then without cooling stirred overnight at RT. Then it is diluted with dichloromethane and washed 3× with 1 N HCl. The organic phase is dried on magnesium sulphate and evaporated down in vacuo. The crude product is purified by column chromatography (silica gel, cyclohexane/dichloromethane; from 90/10 to 80/20% in about 20 min). 1.56 g (6.8 mmol, 30%) of the product A-3 and 1.46 g (6.4 mmol, 28%) of the product A-2 are isolated as colourless oils. In addition 0.24 g (4%) of 2,4-bis-methylsulphanyl-5-trifluoromethyl-pyrimidine may be isolated as a colourless solid. product A-3 product A-2 Rf (cHex:CH2Cl2 1:1) 0.48 0.40 The structural analysis is carried out by chemical derivatisation and subsequent NMR spectroscopy. For this, A-2 and A-3 are first of all dehalogenated separately in THF at 100 C., 5 bar H2, Pd/C and Pd(OH)2 in a ratio of 1:1 in each case. Thanks to the different symmetry characteristics of the products formed it is possible to identify the regioisomers clearly.

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. 3932-97-6, 2,4-Dichloro-5-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zahn, Stephan Karl; Boehmelt, Guido; Mantoulidis, Andreas; Reiser, Ulrich; Treu, Matthias; Guertler, Ulrich; Schoop, Andreas; Solca, Flavio; Tontsch-Grunt, Ulrike; Brueckner, Ralph; Reither, Charlotte; Herfurth, Lars; Kraemer, Oliver; Stadtmueller, Heinz; Engelhardt, Harald; US2007/32514; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 63234-80-0, 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 63234-80-0, name is 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A creamy white solid of 3-(2-chloroethyl)- 2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a] pyrimidin-4-one (5) (1.0eq) in N,N-dimethylformamide was taken, pottasium carbonate (3.0 eq) was added to the reaction mixture and then the appropriate aliphatic/ aromatic/heterocyclic amines (1.0 eq) were added and the reaction mixture was heated at 80 °C for 8h. The progress of the reaction was monitored by TLC. Upon completion, the solvent was removed by water wash and extracted with ethyl acetate. The organic layer was washed with 10percent ammonium chloride solution and finally water wash was given to organic layer and dried with anhydrous sodium sulphate. The solvent was evaporated to get crude product which was purified by column chromatography over silica gel (60-120mesh) using hexane: ethyl acetate(8:2) as an eluent.

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 63234-80-0, 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one.

Reference:
Article; Krishnamurthy, Byregowda; Vinaya, Kambappa; Rakshith, Devraj; Prasanna, Doddakunche Shivaramu; Rangappa, Kanchugarakoppal Subbegowda; Medicinal Chemistry; vol. 9; 2; (2013); p. 240 – 248;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine, 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, 57054-92-9, blongs to pyrimidines compound. Product Details of 57054-92-9

4-Methoxypyrimidine5-Bromo-2-chloro-4-methoxypyrimidine (5.00 g, 22.38 mmol) and 10% Pd/C (2.381 g, 2.24 mmol) and ammonium formate (8.47 g, 134.26 mmol) were stirred in methanol (50 mL) at room temperature for three hours. The reaction mixture was filtered through Celite to get rid of Pd/C, and the filtrate was evaporated to dryness. The residue was dissolved in methylene chloride, washed with water once, dried through MgSO4, filtrated and evaporated to dryness to give a yellow liquid as the title compound (2.25 g, 91.1%). The crude material was used as such without further purification.1H NMR (300 MHz, CHLOROFORM-d) delta ppm 8.79 (s, 1 H) 8.41 (d, J=5.7 Hz, 1 H) 6.73 (dd, J=5.8, 1.2 Hz, 1 H) 3.99 (s, 3 H). MS APCI, m/z=152 (M+ACN+H). HPLC 0.73 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,57054-92-9, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; US2008/318943; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.205672-25-9, name is 4-Amino-5-bromo-2-chloropyrimidine, molecular formula is C4H3BrClN3, molecular weight is 208.44, as common compound, the synthetic route is as follows.Computed Properties of C4H3BrClN3

Synthesis of 2-Chloro-5- (2-ethoxyvinyl)-pyrimidin-4-ylamine (2):; A 500 mL round bottomed flask is charged with 5-bromo-2-chloropyrimidin-4-ylamine (1) (lOg, 48 mmol), tetrakis (triphenylphosphine) palladium (0) (2.8g, 2.5 mmol), and toluene (200 mL). Tributyl- (2-ethoxyvinyl)-stannane (22g, 60 mmol) is added and the reaction heated to 110C with stirring for approximately 15 hours. After cooling to room temperature, the solution is diluted with 100 mL ethyl acetate and washed with water and brine. The organic extract is dried over Na2S04, filtered, and concentrated under reduced pressure. Purification by column chromatography (Si02, Hexane: Ethyl acetate/5: 1) provides 2 (4.4 g, 46%) as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,205672-25-9, 4-Amino-5-bromo-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; IRM LLC; WO2005/80393; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 444731-75-3, 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. 444731-75-3, name is N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, molecular formula is C14H14ClN5, 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 Intermediate Example 4 (200 mg, 0.695 mmol) and 5-amino-2- methylbenzenesulfonamide (129.4 mg, 0.695 mmol) in isopropanol (6 ml) was added 4 drops of cone. HCI. The mixture was heated to reflux overnight. The mixture was cooled to rt and diluted with ether (6 ml). Precipitate was collected via filtration and washed with ether. The hydrochloride salt of 5-({4-[(2,3-dimethyl-2H-indazol-6- yl)(methyl)amino]-pyrimidin-2-yl}amino)-2-methylbenzenesulfonamide was isolated as an off-white solid. 1H NMR (400 MHz, d6DMSO+NaHCO3) delta 9.50 (br s, 1 H), 8.55 (br s, 1 H), 7.81 (d, J = 6.2 Hz, 1 H), 7.75 (d, J = 8.7 Hz, 1 H), 7.69 (m, 1 H), 7.43 (s, 1 H), 7.23 (s, 2H), 7.15 (d, J = 8.4 Hz, 1 H), 6.86 (m, 1 H), 5.74 (d, J = 6.1 Hz, 1 H), 4.04 (s, 3H), 3.48 (s, 3H), 2.61 (s, 3H), 2.48 (s, 3H). MS (ES+, m/z) 438 (M+H).

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 444731-75-3, N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/20564; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 583878-42-6, 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.583878-42-6, name is Ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate, molecular formula is C9H11ClN2O2S, molecular weight is 246.71, as common compound, the synthetic route is as follows.

Intermediate 1 1Ethyl 4-({3-r3-({r(1 , 1-dimethylethyl)oxylcarbonyl}amino)propyllphenyl}amino)-6-methyl-2-(methylthio)-5-pyrimidinecarboxylateTo a solution of 1 ,1-dimethylethyl [3-(3-aminophenyl)propyl]carbamate (390 mg, 1.558 mmol) in DMF (5 ml.) were added ethyl 4-chloro-6-methyl-2-(methylthio)-5- pyrimidinecarboxylate (307 mg, 1.246 mmol) and DIEA (0.298 ml_, 1.714 mmol), and the reaction mixture was stirred at 75 0C overnight. The reaction was then concentrated and the residue was purified using column chromatography (silica gel, 0% to 50% EtOAc gradient in hexane) to afford the product (210 mg, 29% yield). MS: M(C23H32N4O4S) = 460.59, (M+H)+ = 461.6 1 H NMR (400 MHz, CD3OD) delta ppm 1.44 – 1.47 (m, 12 H), 1.77 – 1.85 (m, 3 H), 2.52 (s, 3 H), 2.62 (s, 3 H), 2.65 (d, J = 8.6 Hz, 2 H), 3.09 (t, J = 7.0 Hz, 2 H), 4.45 (q, J = 7.2 Hz, 2 H), 4.64 (br. s., 1 H), 7.01 (d, J = 7.6 Hz, 1 H), 7.28 (t, J = 7.8 Hz, 1 H), 7.42 (d, J = 1.3 Hz, 1 H), 7.55 – 7.58 (m, 1 H).

The chemical industry reduces the impact on the environment during synthesis 583878-42-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; ATKINSON, Francis, Louis; AXTEN, Jeffrey, Michael; CICHY-KNIGHT, Maria; MOORE, Michael, Lee; PATEI, Vipulkumar, Kantibhai; TIAN, Xinrong; WELLAWAY, Christopher, Roland; DUNN, Allison, K.; WO2010/19637; (2010); 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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, the common compound, a new synthetic route is introduced below. category: pyrimidines

9.2: 2,4-Dichloropyrimidine-5-carboxylic Acid Ethyl Ester; In a 250 ml round-bottomed flask, under a nitrogen atmosphere, 13.5 g (64.0 mmol) of above compound are dissolved in 100 ml of anhydrous THF. 15 ml of absolute ethanol are added and the mixture is stirred for 10 min at ambient temperature. The mixture is diluted with a saturated aqueous solution of K2CO3 (100 ml) and extracted with ethyl acetate (4×100 ml). The organic phases are combined and then washed with 150 ml of a saturated aqueous solution of NaCl. After separation, the organic phase is dried over MgSO4 and filtered, and the solvent is evaporated off under reduced pressure, so as to obtain 14.0 g (63.3 mmol) of compound in the form of an orange oil. Yield=99%. 1H NMR DMSO d6 (300 MHz): 1.34 (t, J=7.1 Hz, 3H); 4.37 (q, J=7.1 Hz, 2H); 9.16 (s, 1H).

The synthetic route of 2972-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2011/251194; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1234616-70-6, 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.1234616-70-6, name is 6-Bromo-2,4-dichloropyrido[2,3-d]pyrimidine, molecular formula is C7H2BrCl2N3, molecular weight is 278.92, as common compound, the synthetic route is as follows.

General procedure: To an argon degassed solution of 6-halogeno-2,4-dichloropyrido[2,3-d]pyrimidine 6 or 7 (0.5 mmol) in toluene (6mL) the desired (Het)aryl boronic acid was added then (1.5 equiv)potassium carbonate and (0.05 equiv) Pd(PPh3)4 were also added.The reaction was stirred at 110C for the desired time. After completion of the reaction, 10 mL of water was added, and then extracted with dichloromethane (3 10 mL), the organic layers were combined and dried using magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained material was purified on silica gel by column chromatography (CH2Cl2/PE: 90/10)to afford compounds 8-12. 2,4-Dichloro-6-(4-methoxyphenyl)pyrido[2,3-d]pyrimidine (8) (C14H9Cl2N3O): Compound 8 was obtained from 2,4,6-trichloropyrido[2,3-d]pyrimidine 6 using 4-methoxyphenyl boronic acid (1.05 equiv), as a white solid in 83%yield.

Statistics shows that 1234616-70-6 is playing an increasingly important role. we look forward to future research findings about 6-Bromo-2,4-dichloropyrido[2,3-d]pyrimidine.

Reference:
Article; Riadi, Yassine; Lazar, Said; Guillaumet, Gerald; Comptes Rendus Chimie; vol. 22; 4; (2019); p. 294 – 298;,
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. 32779-38-7, name is 2-Chloro-5-iodopyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C4H2ClIN2

a) 5-chloro-N-(3-((2-chloropyrimidin-5-yl)ethynyl)-2,4-difluorophenyl)-2-methylpyridine-3-sulfonamide A mixture of 2-chloro-5-iodopyrimidine (225 mg), 5-chloro-N-(3-ethynyl-2,4-difluorophenyl)-2-methylpyridine-3-sulfonamide (265 mg), dichlorobis(tricyclohexylphosphine)palladium(II) (58 mg), copper(I) iodide (30 mg), DIPEA (2.1 mL) and DMSO (2.1 mL) was stirred under microwave irradiation at 60 C. for 1 hr. The reaction mixture was diluted with ethyl acetate and water, and an insoluble material was removed by filtration. The filtrate was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated to give a residue. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (307 mg). 1H NMR (300 MHz, DMSO-d) delta 2.77 (3H, s), 7.23 (1H, td, J=8.9, 1.4 Hz), 7.41 (1H, td, J=9.0, 6.0 Hz), 8.06 (1H, d, J=2.2 Hz), 8.75 (1H, d, J=2.4 Hz), 9.02 (2H, s), 10.91 (1H, brs).

The synthetic route of 32779-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia