Pyrimidines

Reference of 3764-01-0, 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. 3764-01-0, name is 2,4,6-Trichloropyrimidine. A new synthetic method of this compound is introduced below.

A mixture of 2,4,6-trichloropyrimidine (1.Og, 5.4mmol), 3-amino-5-methyl-lH- pyrrazole (0.53g, 5.4mmol) and sodium carbonate (0.57g, 5.4mmol) in ethanol (25ml) was stirred at ambient temperature for 18 hours. Water was added and the resulting precipitate was collected by filtration, washed with water and a small amount of methanol and dried to give 2,6-dichloro-4-(5-methyl-lH-pyrazol-3-ylamino)pyrimidine (1.15g, 88%) as a colourless crystalline solid; NMR Spectrum 2.23 (s, 3Eta), 6.01 (s, IH), 7.24 (s, IH), 10.25 (br s, IH), 11.9 (br s, IH); Mass Spectrum 244 [MH]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3764-01-0, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/100461; (2006); A1;,
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Application of 5604-46-6 ,Some common heterocyclic compound, 5604-46-6, molecular formula is C5H3Cl2N3O, 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.

The appropriately substituted benzyl triphenylphosphonium halide (e.g., 4- chlorobenzyltriphenylphosphonium chloride, 0.66 g, 1.56 mmol), was suspended in anhydrous THF (5.0 mL) with stirring under argon and cooled to -78 0C. Then, nBuLi (0.6 mL, 2.5 M in hexane) was added dropwise over 20 minutes and stirring was continued for an additional 0.5 h. Compound 1 (0.2 g, 1.04 mmol) was suspended/partially dissolved in anhydrous THF (15.0 mL) and added dropwise to the ylide solution. The cooling bath was removed and the mixture was stirred at room temperature for 2 h whereby TLC (1 :20 THF- CH2Cl2) showed no remaining starting material, 1. The yellow solution was cooled to -78 0C and treated cautiously with ammonium chloride (satd, 15 mL). The mixture removed from the cooling bath, and stirring was continued for 1.5 h before EtOAc ( 10.0 mL) was added. The organic phase was separated, washed with water (1 x 10 mL), dried (Na2SO4), filtered, and concentrated to dryness. Flash chromatography (1 :20 THF-CH2CI2) provided compound 2a (0.1 18 g, 37.7%, mixture of cis and trans isomers) as an off-white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5604-46-6, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; SOUTHERN RESEARCH INSTITUTE; NJOROGE, F. George; PIWINSKI, John J.; SHIH, Neng-Yang; KWONG, Cecil D.; ANANTHAN, Subramaniam; CLARK, Jeremy; GENG, Feng; KEZAR, III, Hollis S.; MADDRY, Joseph A.; REYNOLDS, Robert C.; ROYCHOWDHURY, Abhijit; SECRIST, III, John A.; WO2010/22128; (2010); A1;,
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Application of 705263-10-1 ,Some common heterocyclic compound, 705263-10-1, molecular formula is C6H4BrN3, 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 microwave tube, add 6-bromo-pyrazolo [1, 5-a] pyrimidine (0.175 g, 0.884 MMOL), 2-(PYRIDIN-2-YL)-5, 6-DIHYDRO-4H-PYRROLO [1, 2-b] pyrazole-3-boronic acid (0.25 g, 1.09 mmol), tetrakis (triphenylphosphine) palladium (0) (31 mg, 0.027 mmol), 2M aqueous potassium carbonate (0.5 mL, 1.0 mmol) and dimethylsulfoxide (1.5 mL). Irradiate the reaction in a microwave reactor set at 110 C, 50 Watts, 10 min with external cooling. Dilute the reaction mixture with diethyl ether (250 mL) and extract the product into 0. 1M aqueous hydrochloric acid (450 mL). Make the aqueous solution basic by adding 5M aqueous sodium hydroxide (25 mL) and extract with dichloromethane (300 mL). Filter the organic layer and concentrate under reduced pressure. Recrystallize the resulting solid from ethyl acetate, filter, rinse with ethyl acetate, and dry at 100 C under vacuum to obtain 70 mg (26%) of the title compound as a tan solid. MS (electrospray, m/z) 302.9 (M+1).

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. 705263-10-1, 6-Bromopyrazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/50659; (2004); A1;,
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Reference of 13223-25-1, Adding some certain compound to certain chemical reactions, such as: 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine,molecular formula is C6H7ClN2O2, 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 13223-25-1.

Reference Example 2 Preparation of 4,6-dimethoxy-2-mercaptopyrimidine 2-Chloro-4,6-dimethoxypyrimidine (2.0 g) and sodium hydrosulfide (2.30 g) were dissolved in methanol, and the resulting solution was stirred at room temperature for 3 hours. The solvent was distilled off under reduced pressure, and the residue thus obtained was admixed with water. An extraction operation was carried out by using ether. The ether layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure to give 2-chloro-4,6-dimethoxypyrimidine (1.95 g). mp. 101-102C. The aqueous layer was acidified with concentrated hydrochloric acid to pH 2, and the crystalline material thus formed was separated by filtration, and dried to give 4,6-dimethoxy-2-mercaptopyrimidine (0.01 g). Yield: 0.5%.

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. 13223-25-1, 2-Chloro-4,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NIHON BAYER AGROCHEM K.K.; EP571856; (1993); A1;,
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Synthetic Route of 74356-36-8 , The common heterocyclic compound, 74356-36-8, name is 2,4-Dimethyl-pyrimidine-5-carboxylic acid, molecular formula is C7H8N2O2, 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.

Reference Example L 78 2,4-dimethylpyrimidine 2,4-Dimethyl-5-pyrimidinecarboxylic acid was heated at 160C for 4 hrs. The reaction mixture was distilled under atmospheric pressure to give the title compound (17 g, yield 49%). b.p.: 152-153C. 1H-NMR(CDCl3)delta: 2.50 (3H, s), 2.70 (3H, s), 6.98 (1H, d, J= 5.1Hz), 8.49 (1H, d, J= 5.1Hz).

The synthetic route of 74356-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1402900; (2004); A1;,
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Electric Literature of 6299-25-8, Adding some certain compound to certain chemical reactions, such as: 6299-25-8, name is 4,6-Dichloro-2-(methylthio)pyrimidine,molecular formula is C5H4Cl2N2S, 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 6299-25-8.

4,6-Dichloro-2-(methylthio)pyrimidine (10 g, 51 mmol) was dissolved in a mixtureButanol/NH4OH (100 ml/50 ml). It was stirred for V2 h in a sealed tube (internal pressure 42 PSI) heated to 8O0C. After cooling to RT, the organic layer was separated, dried over MgSO4 and concentrated. 6.0 g (66%) of the desired intermediate was obtained as a colourless solid; mlz (ES+) 175, 177 (MH+).

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. 6299-25-8, 4,6-Dichloro-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2007/141571; (2007); A2;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 38696-20-7, name is 5-Bromo-2-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

250ml four-necked flask, in a nitrogen-purged atmosphere,0.01 mol of 5-bromo-2-phenylpyrimidine, 0.015 mol of intermediate J1, 0.03 mol of sodium tert-butoxide, 1 x 10-4 mol of Pd2 (dba) 3,1 X 10-4 mol tri-tert-butylphosphine,150ml of toluene, heated to reflux for 24 hours, sampling point plate, the reaction was complete; natural cooling, filtration, the filtrate was swirled through a silica gel column to obtain the target product, purity 98.7percent, yield 67.1percent.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 38696-20-7, 5-Bromo-2-phenylpyrimidine.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Tang Dandan; Xu Kai; Li Chong; Zhang Xiaoqing; Zhang Zhaochao; (45 pag.)CN106397415; (2017); A;,
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Related Products of 3073-77-6 ,Some common heterocyclic compound, 3073-77-6, molecular formula is C4H4N4O2, 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.

Example 140. (5-Nitro-pyrimidin-2-yl)-f4-(3-pyrrolidin-l-vI-propyI)-phenyll-amineW; [0326] A mixture of 5-nitro-pyrimidin-2-ylamine (0.15 g, 1.1 mmol), compound 80 described in Example 139 (0.30 g, 1.1 mmol), Pd2(dba)2 (75 mg, 0.082 mmol), Xantphos (96 mg, 0.17 mmol) and cesium carbonate (0.69 g, 2.1 mmol) were suspended in dioxane (15 mL) and heated at reflux under the argon atmosphere for 15 h. The mixture was allowed to cool to room temperature, filtered and washed with DCM. The filtrate was concentrated and the residue purified by flash chromatography on silica gel (10% MeOH/DCM to 20% MeOH and 2% TEA/DCM) to afford the title compound as a yellow solid (0.20 g, 56%).

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. 3073-77-6, 2-Amino-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
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Related Products of 74901-69-2 , The common heterocyclic compound, 74901-69-2, name is 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, molecular formula is C6H4Cl2N2S, 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.

12.1 (2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-yl)-(3-fluorophenyl)-amine (III-7) 4 g (II) are placed in 15 ml dimethylformamide, then 4.5 ml diisopropylethylamine are added followed by 2.5 ml 3-fluorophenylamine. The reaction mixture is heated to 120 C. until there is no further reaction then cooled and evaporated down. The residue is mixed with water. The product is extracted with dichloromethane and purified by chromatography (silica gel, petroleum ether/ethyl acetate 80/20 to 60/40). 2.6 g (III-7) are obtained in the form of a solid. Analytical HPLC (method A): RT=3.27 min

The synthetic route of 74901-69-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/35143; (2012); A1;,
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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. 1111638-74-4, name is 4-(3-Iodo-1H-pyrazol-4-yl)-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below., Product Details of 1111638-74-4

A mixture of compound 4 (104.6 mg, 0.200 mmol), pyridine-3-boronic acid (52.1 mg, 0.424 mmol), Pd2(dba)3 (6.7 mg, 0.007 mmol), K3PO4 (198.2 mg, 0.934 mmol), H2O (0.5 mL), dioxane (0.5 mL), and 0.6 M tricyclohexylphosphine (20 muL,0.012 mmol) was refluxed under an argon atmosphere for 15 h. The reaction mixture was filtered, washed with EtOAc, and concentrated in vacuo. The residue was purified by column chromatography over silica gel (n-hexane-EtOAc) to give amixture of regioisomers 5a (40.2 mg, 43%) as a yellow oil. 1H-NMR (270 MHz, CDCl3, major peaks of regioisomers) delta: 8.86 (1H, d, J = 1.9 Hz), 8.62-8.64 (1H, m), 8.25 (1H, d,J = 5.4 Hz), 8.14 (1H, s), 7.88-7.91 (2H, m), 7.30-7.37 (2H, m), 7.10 (1H, s), 6.79-6.83 (2H, m), 6.56 (1H, d, J = 5.4 Hz), 5.51(2H, s), 3.80 (3H, s), 3.67-3.80 (2H, s), 0.91-1.01 (2H, m), 0.01 (9H, s). LC/MS (ESI): m/z 475 [M + H]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1111638-74-4, 4-(3-Iodo-1H-pyrazol-4-yl)-2-(methylthio)pyrimidine.

Reference:
Article; Sekimata, Katsuhiko; Sato, Tomohiro; Sakai, Naoki; Watanabe, Hisami; Mishima-Tsumagari, Chiemi; Taguri, Tomonori; Matsumoto, Takehisa; Fujii, Yoshifumi; Handa, Noriko; Honma, Teruki; Tanaka, Akiko; Shirouzu, Mikako; Yokoyama, Shigeyuki; Miyazono, Kohei; Hashizume, Yoshinobu; Koyama, Hiroo; Chemical and Pharmaceutical Bulletin; vol. 67; 3; (2019); p. 224 – 235;,
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