Category: pyrimidines

Synthetic Route of 6299-85-0, 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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.

Preparation of compound 47a: methyl 2-chloro-6-cyclopropylpyrimidine-4- carboxylateIn a 5 mL glass microwave tube methyl 2,4-dichloropyrimidine-6-carboxylate (621 mg, 3.00 mmol) (Astatech Inc.) and Amphos (53.1 mg, 0.075 mmol) were treated with cyclopropylzinc(II) bromide (Rieke, 0.5 M in THF) (1.2 mL, 6.00 mmol) via syringe under an atmosphere of argon. The solution was then heated in the microwave at 80 C for 20 min. The mixture was treated with EtOAc and IN NaOH resulting in a white suspension as the zinc hydroxide salts precipitated out. The suspension was extracted with EtOAc (50 mL) a second time and washed with brine and dried over Na2S04, filtered and concentrated. The residue was purified with silica gel chromatography (eluting with 100% DCM) to give methyl 2-chloro-6-cyclopropylpyrimidine-4-carboxylate (254 mg, 40% ) as a clear, colorless, viscous oil. MS (ESI, pos. ion) m/z: 213.1 (M+l). .H NMR (400 MHz, CDCh) delta ppm 7.77 (1 H, s), 3.99 – 4.04 (3 H, m), 2.06 – 2.15 (1 H, m), 1.20 – 1.31 (4 H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6299-85-0, its application will become more common.

Reference:
Patent; AMGEN INC.; WANG, Hui-Ling; CEE, Victor, C.; HERBERICH, Bradley, J.; JACKSON, Claire, L., M.; LANMAN, Brian, Alan; NIXEY, Thomas; PETTUS, Liping, H.; REED, Anthony, B.; WU, Bin; WURZ, Ryan; TASKER, Andrew; WO2012/129338; (2012); 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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

pTsOH (30.2 mg, 0.159 mmol) was added to a solution of 4,6-dichloro-lH- pyrazolo[3,4-d]pyrimidine (300 mg, 1.587 mmol) and 3,4-dihydro-2H-pyran (200 mg, 2.381 mmol) in a mixture of tetrahydrofuran (ratio: 1 : 1; volume: 5 ml) and (( (ratio: 1 : 1 ; volume: 5 ml). The reaction mixture was stirred for 12 h at room temperature after which the solvent was removed in vacuo. The residue was taken in (( (20 mL) and poured in water (20 ml). The organic phase was separated, the aqueous phase was extracted with CH2CI2 (20 mL), the combined organic phases were washed with water (40 mL) and brine (40 mL) then dried over a2S04 and concentrated. The resulting crude material was purified by flash chromatography (CELCVMeOH 99: 1 increasing) to yield the title compound (397 mg, 1.454 mmol, 92 % yield) as a pale white oil. NMR (400 MHz, CDC13): delta 8.19 (s, 1H), 5.99 (dd, 1H, J = 2.4 & 10.4 Hz), 4.12 (m, 1H), 3.79 (m, 1H), 2.53 (m, 1H), 2.13 (m, 1H), 1.93 (m, 1H), 1.76 (m, 2H), 1.64 (m, 1H). ESI-MS: 273.0 [M+H]+.

The synthetic route of 42754-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF UTAH RESEARCH FOUNDATION; VANKAYALAPATI, Hariprasad; SORNA, Venkataswamy; WARNER, Steven, L.; BEARSS, David, J.; SHARMA, Sunil; WO2014/55928; (2014); A2;,
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Synthetic Route of 1224944-51-7, 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. 1224944-51-7, name is Methyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate, molecular formula is C8H6ClN3O2, 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 microwave vial was charged with methyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate (500 mg, 2.36 mmol), tert-butyl N-[(1S,2R)-2-aminocyclohexyl]carbamate (506 mg, 2.36 mmol), and methanol (4.7 mL). The vial was sealed and stirred at 90 C for 30 min in the microwave, resulting in a suspension. The reaction mixture was concentrated in vacuo and the crude product was purified by column chromatography (0-100% isopropyl acetate/heptane) to afford methyl 5- [[(1R,2S)-2-(tert-butoxycarbonylamino)cyclohexyl]amino]pyrazolo[1,5-a]pyrimidine-3- carboxylate (420.2 mg, 1.08 mmol, 46% yield) as a white solid. MS: m/z = 390 (M+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 1224944-51-7, Methyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BRYAN, Marian, C.; GOBBI, Alberto; KIEFER, James, Richard, Jr.; KOLESNIKOV, Aleksandr; OLIVERO, Alan, G.; DROBNICK, Joy; LIANG, Jun; RAJAPAKSA, Naomi; (846 pag.)WO2017/108723; (2017); A2;,
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Reference of 1197953-49-3, Adding some certain compound to certain chemical reactions, such as: 1197953-49-3, name is (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide,molecular formula is C12H12Cl2N3OP, 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 1197953-49-3.

To a solution of tert-butyl-9- (4-amino-3-methoxyphenyl) -3,9-diazaspiro [5.5] undecane-3-carboxylate(80 mg, 0.213 mmol) Tert-butanol (3.0 mL) was added a solution of (2 – ((2,5-dichloropyrimidin-4-yl) amino) phenyl)dimethylphosphine oxide (67 mg, 0.213 mmol) and methanesulfonic acid (119 mg, 1.07 mmol).The reaction solution wasthen heated to 90 C undernitrogenfor 16 hours.The reaction mixture was concentrated and subjected to preparative separation to give the title compound as a yellow solid(25 mg, yield 21%).

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. 1197953-49-3, (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Qilu Pharmaceutical Co., Ltd.; Ding Zhaozhong; Chen Shuhui; Liu Xile; Wan Haiwen; Zhang Lu; (27 pag.)CN106928275; (2017); A;,
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Related Products of 6320-15-6, 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 6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2-[(S)-1-Phenylethylamino]-4-[5-(2,6-dimethoxypyrimidin-4-yl)benzimidazol-1-yl]pyrimidine The title compound was prepared according to the procedure described in EXAMPLE 424, starting from 2-[(S)-1-Phenylethylamino]-4-[5-trimethylstannylbenzimidazol-1-yl]pyrimidine and 4-chloro-2,6-dimethoxypyrimidine. Mass spectrum (ESI) 443.4 (M+).

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 6320-15-6, 4-Chloro-2,6-dimethoxypyrimidine.

Reference:
Patent; Merck & Co., Inc.; US6498165; (2002); B1;,
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Reference of 1193-21-1, 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. 1193-21-1, name is 4,6-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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.

General procedure: To a suspension of 4,6-dichloropyrimidine 53 (3.0 g, 20 mmol) in isopropanol (40 mL) was added appropriate amine at such a rate that the internal temperature did not rise above 40 C. After completion of the addition, the reaction mixture was stirred for 1 h at 25 C. Water (30 mL) was added, and the resulting suspensio nwas cooled in an ice bath to 0 C. The precipitated product was filtered off and washed with cold isopropanol/water (2:1, 50 mL) and water. The collected material was dried in vacuo to afford the title compounds.

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 1193-21-1, 4,6-Dichloropyrimidine.

Reference:
Article; Zhan, Wenhu; Li, Daqiang; Che, Jinxin; Zhang, Liangren; Yang, Bo; Hu, Yongzhou; Liu, Tao; Dong, Xiaowu; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 11 – 20;,
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Synthetic Route of 87362-32-1, 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. 87362-32-1, name is 5-Methoxypyrimidine-2-carbonitrile, molecular formula is C6H5N3O, 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 430 5-methoxypyrimidine-2-carbonitrile (100 mg, 0.74 mmol) and Boc2O (194 mg, 0.89 mmol) and 113 MeOH (5 mL) was added to 349 Raney-Ni (30 mg, 10%), the reaction mixture was stirred at room temperature for 2 hours under a H2 atmosphere (45 psi). The reaction mixture was filtered to remove the catalyst and the filter cake was washed with MeOH (10 mL×3), and the filtrate was concentrated under vacuum. The crude product was purified by flash chromatography on silica gel (010% 56 ethyl acetate in 57 petroleum ether) to give 431 tert-butyl ((5-methoxypyrimidin-2-yl)methyl)carbamate.

According to the analysis of related databases, 87362-32-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. Lundbeck A/S; Juhl, Karsten; Jessing, Mikkel; Langgard, Morten; Vital, Paulo Jorge Vieira; Kehler, Jan; Rasmussen, Lars Kyhn; Clementson, Carl Martin Sebastian; Marigo, Mauro; (154 pag.)US2019/194189; (2019); A1;,
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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. 37972-24-0, name is 2-Ethynylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4N2

To a solution of 226(100mg, 0.282mnmoi) and 4(58.8mg, 0565mmo1) in 2OmnL of Et3N was added Pd(PPh3)2C12 (9.91mg, 0.Ol4mmol) and CuT (5.38mg, 0.O28mmol). The mixture was protected with N2 atmosphere, then was heated at 70°C for 4 hours. TLC analysis showed complete conversion of starting material to a major product. The reaction mixture was thenconcentrated in vacuo. The crude product was purified by Prep-HPLC to give the target productCompound 93(20mg, yield: 21.44percent).LCMS: m/z 33 1 (M+H1H NMR (400 MHz, CDCI3): oe 8.76 (d, J 5.2 Hz, 2H), 8.21 (d, J= 0.8 Hz, IH), 7.98 (s, IH),773 (d, J == 9.2 Hz, 2H), 7.36-7.34 (m, 2H), 726 (d, J= 9.6 Hz, 11-I).

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, 37972-24-0, 2-Ethynylpyrimidine.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; JIN, Xiaowei; (176 pag.)WO2017/117708; (2017); A1;,
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Application of 7752-78-5, Adding some certain compound to certain chemical reactions, such as: 7752-78-5, name is 5-Bromo-2-methylpyrimidine,molecular formula is C5H5BrN2, 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 7752-78-5.

To the above mixture, 5-bromo-2-methylpyrimidine (75.7 mg, 0.44 mmol) was added followed by water (1 mL) and K2C03 (110.4 mg, 0.80 mmol), and the mixture was degassed under N2 three times. Pd(PPh3)4 (46.2 mg, 0.04 mmol) was added, and the resulting mixture was stirred at 95 °C under N2 atmosphere for 16 hours. The reaction mixture was concentrated to dryness and diluted with EtOAc, washed with water and brine, dried over Na2SO4 and concentrated to dryness. The residue was purified by column chromatography on silica gel (PE: EtOAc= 2: 1) to give compound 44S-13 (110 mg, 62.9percent yield) as a white solid. LC/MS (ESI) m/z: 437 (M+H)t

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. 7752-78-5, 5-Bromo-2-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; CHEN, Dawei; GADHACHANDA, Venkat, Rao; BARRISH, Joel, Charles; AGARWAL, Atul; EASTMAN, Kyle, J.; (0 pag.)WO2018/160892; (2018); A1;,
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Related Products of 1753-50-0, 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 1753-50-0, name is 2-Chloropyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of compound HK (0.2 g, 0.67 mmol) in EtOH (5 mL) was added DIPEA (0.25 g, 2.01mmol) followed by 2-chloropyrimidine-5-carbonitrile (AF, 0.09 g, 0.67 mmol) and the reaction mixture was stirred at 90C for 16 h. The progress of reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under reduced pressure to yield crude compound which was purified by silica gel column chromatography using 50% EtOAc/hexane to afford compound HL (0.7 g, 65.5%) as an off white solid. 1H NMR (400 MHz, DMSO-d6): _ 8.83 (d, / = 8.4 Hz, 1H), 8.71 (d, J = 2.8 Hz, 2H), 7.53 (d, = 8.0 Hz, 2H), 7.35 (d, = 8.4 Hz, 2H), 7.27 (t, = 5.8 Hz, 1H), 5.27-5.21 (m, 1H), 3.46-3.34 (m, 2H), 2.84 (s, 3H); LC-MS: mJz 402.10 [M+H]+.

According to the analysis of related databases, 1753-50-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
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Pyrimidine – Wikipedia