Analyzing the synthesis route of 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole

The chemical industry reduces the impact on the environment during synthesis 1032452-86-0, I believe this compound will play a more active role in future production and life.

Reference of 1032452-86-0, 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.1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, molecular formula is C13H10ClN3, molecular weight is 243.69, as common compound, the synthetic route is as follows.

Compound 1-(7-amino-6-methoxy-3,4-dihydroquinolin-1(2H)-yl)prop-2-en-1-one (0.22 g, .95 mmol),3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole (0.19 g, 0.79 mmol)And p-chlorobenzoic acid (0.16g, 0.95mmol)In a two-necked flask,The reaction was carried out by adding 1,4-dioxane (6 mL) and heating to 90C.Check the progress of the reaction through the TLC point plate,About 5 hours after the reaction is completed,After processing,To room temperature,Add 25% aqueous ammonia (0.2 mL) and water (0.97 mL) to quench,Desolvent,Purification by column chromatographyThe product was obtained (83 mg, yield 24.0%).

The chemical industry reduces the impact on the environment during synthesis 1032452-86-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Tianjin Binjiang Pharmaceutical Research And Development Co., Ltd.; Tian Hongqi; Huang Gongchao; Cheng Ying; (48 pag.)CN107793413; (2018); A;,
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Some scientific research about 2,4-Dichloro-6-phenylpyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26032-72-4, its application will become more common.

Electric Literature of 26032-72-4, 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. 26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine. A new synthetic method of this compound is introduced below.

The respective dichloropyrimidine derivative 9 (75 mg) and 1.5 equivalents of 1-methylpiperazine are dissolved in DMF (2.00 mL). The reaction mixture is heated to 40 C and stirred for 18 hours. Subsequently, the solvent is removed under reduced pressure and the crude product is purified via column chromatography (SiO2, ethyl acetate / methanol = 3:1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26032-72-4, its application will become more common.

Reference:
Article; Hammer, Sebastian G.; Gobleder, Susanne; Naporra, Franziska; Wittmann, Hans-Joachim; Elz, Sigurd; Heinrich, Markus R.; Strasser, Andrea; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 292 – 300;,
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Introduction of a new synthetic route about 1032452-86-0

According to the analysis of related databases, 1032452-86-0, the application of this compound in the production field has become more and more popular.

Electric Literature of 1032452-86-0, Adding some certain compound to certain chemical reactions, such as: 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole,molecular formula is C13H10ClN3, 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 1032452-86-0.

c-1 (48 mg, 1.2 eq) was dissolved in isopropanol 5 mL,Then add p-toluenesulfonic acid (56 mg, 2 eq),J-6 (60 mg, 1 eq) was charged with nitrogen and reacted at 60 C, and the reaction was confirmed by TLC.Add sodium hydrogencarbonate to the reaction solution, adjust the pH to 10, and extract.Wash twice with dichloromethane and combine the organic phases.Drying under reduced pressure and separation by column chromatography to give compound 6,The yield of 30 mg was 48%.

According to the analysis of related databases, 1032452-86-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Liaoning University; Chen Ye; Ding Shi; Liu Ju; Ji Jingchao; Hao Xuechen; Liu Yutong; Li Jie; Zhang Mingjuan; Gong Yilin; (29 pag.)CN110283162; (2019); A;,
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A new synthetic route of 1032452-86-0

With the rapid development of chemical substances, we look forward to future research findings about 1032452-86-0.

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 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1032452-86-0

Under nitrogen protection,200 mg of (4-fluoro-2-methoxy-5-nitrophenyl) -methylamine was added to the reaction flask in this order(1.0 mmol),244 mg of 3- (2-chloropyrimidin-4-yl) -1-methylindole (CAS 1032452-86-0, 1.0 mmol), 207 mg of p-toluenesulfonic acid monohydrate -pentanol.The mixture was stirred at 105 C for two hours until TLC showed the reaction was complete.The reaction was cooled to room temperature and the resulting solid was collected by filtration;The filtrate was cooled with an ice water bath,The resulting solid was collected by filtration.Two batches of solid were combined and washed with acetonitrile,367 mg of a gray solid was obtained,Yield 90%.

With the rapid development of chemical substances, we look forward to future research findings about 1032452-86-0.

Reference:
Patent; Nantong Yin Nuowei Pharmaceutical Technology Co., Ltd.; Lanzhou University The Second Hospital; Han Zhijian; Bian Hongzhu; (9 pag.)CN107266426; (2017); A;,
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Some scientific research about 3740-92-9

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, 3740-92-9, 4,6-Dichloro-2-phenylpyrimidine.

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. 3740-92-9, name is 4,6-Dichloro-2-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C10H6Cl2N2

4,6-Dichloro-2-phenylpyrimidine (5.0 g, 22.2 mmol) and NaOCH3 (3.6 g, 66.6 mmol) was stirred in methanol (500 mL) on an ice bath for 1 h, then brought to reflux for 7 h. After evaporation, the white solid was dissolved in DCM (100 mL) and washed with water. Evaporation of the organic phase yielded 8 (3.98 g, 81%) as a white solid. 1H NMR (CD3OD): delta 8.39-8.36 (m, 2H), 7.53-7.44 (m, 3H), 6.76 (s, 1H), 4.08 (s, 3H). 13C NMR (CD3OD): delta 172.3, 165.9, 162.2, 137.4, 132.6, 129.5, 129.5, 106.0, 55.0. MS calcd for C11H9ClN2O [M+H]+ 221.0, found: 221.0.

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, 3740-92-9, 4,6-Dichloro-2-phenylpyrimidine.

Reference:
Article; Lampa, Anna; Alogheli, Hiba; Ehrenberg, Angelica E.; Akerblom, Eva; Svensson, Richard; Artursson, Per; Danielson, U. Helena; Karlen, Anders; Sandstroem, Anja; Bioorganic and Medicinal Chemistry; vol. 22; 23; (2014); p. 6595 – 6615;,
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Some scientific research about 2,5-Dibromopyrimidine

The synthetic route of 32779-37-6 has been constantly updated, and we look forward to future research findings.

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, Computed Properties of C4H2Br2N2, blongs to pyrimidines compound. Computed Properties of C4H2Br2N2

15.00 g (63.10 mmol) of 2,5-dibromopyrimidine (for preparation see: D. W. Arantz and D. J. Brown in Journal of the Chemical Society C, 1971, p. 1889), 14.40 g (63.10 mmol) of 3-benzyloxybenzeneboronic acid, 13.40 g (126.2 mmol) of sodium carbonate and 0.73 g (0.63 mmol) of tetrakis(triphenylphosphine)palladium(0) are heated at 80 C. for 4 hours in 150 ml of toluene, 75 ml of ethanol and 50 ml of water. The reaction mixture is subsequently partitioned between ether and water, the organic phase is washed twice with sodium chloride solution, dried over sodium sulfate and evaporated, and the residue is purified by chromatography (silica gel/dichloromethane), giving 15.14 g of 5-bromo-2-(3-benzyloxyphenyl)pyrimidine. STR14

The synthetic route of 32779-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US5447656; (1995); A;,
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Share a compound : 1053228-29-7

According to the analysis of related databases, 1053228-29-7, the application of this compound in the production field has become more and more popular.

Synthetic Route of 1053228-29-7, 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. 1053228-29-7, name is 2,4-Dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H2Cl2FN3, 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 2,4-dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine (0.44 g, 2.14 mmol) and N, N-Diisopropylethylamine (0.57 mL, 3.2 mmol) in s-Butanol (5 mL) was added (S)-(-)-l-Phenylethylamine (0.34 g, 2.78 mmol) at ambient temperature. The mixture was stirred at reflux for 3 hours. Solvent was removed under reduced pressure. The residue obtained was purified by flash chromatography on silica gel 1 : 1 hexane/ethyl acetate to give 2-chloro-5-fluoro-N-[(l S)-l-phenylethyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.45 g, 72% yield) as solid. LCMS ESI (+) m/z 291 (M+H)

According to the analysis of related databases, 1053228-29-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PELOTON THERAPEUTICS, INC.; WANG, Bin; YANG, Hanbiao; BEDKE, Karl; WEHN, Paul; RIZZI, James P.; (241 pag.)WO2018/183635; (2018); A1;,
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The important role of 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole

Statistics shows that 1032452-86-0 is playing an increasingly important role. we look forward to future research findings about 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole.

Application of 1032452-86-0, 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.1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, molecular formula is C13H10ClN3, molecular weight is 243.69, as common compound, the synthetic route is as follows.

60 g (246 mmol) of Intermediate 2 was dissolved in 500 mL of 1,4-dioxane, and 45.8 g (246 mmol) of 4-fluoro-2-methoxy-5-nitroaniline was sequentially added to the above mixed solution. 50.8 g (295 mmol) of p-toluenesulfonic acid, heated to 85 C and stirred for 3 h. After completion of the reaction, the mixture was cooled to room temperature, and 10 mL of dilute aqueous ammonia was added to the reaction mixture to quench the reaction. The mixed solution was added dropwise to 500 mL of water, stirred at room temperature for 3 hours, filtered, and the filter cake was dried to give 93.6 g of pale yellow-green solid.The yield is 96.7%.

Statistics shows that 1032452-86-0 is playing an increasingly important role. we look forward to future research findings about 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Zhao Bingbing; Xu Shan; Xiao Zhen; Hu Xiaohan; Zhou Zhihui; He Jie; Lai Luogen; Yang Qi; Tian Fajuan; (31 pag.)CN109280048; (2019); A;,
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The origin of a common compound about 5-Bromo-2,4-dichloropyrimidine

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 36082-50-5, 5-Bromo-2,4-dichloropyrimidine.

Reference of 36082-50-5, 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. 36082-50-5, name is 5-Bromo-2,4-dichloropyrimidine, molecular formula is C4HBrCl2N2, 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 5-bromo-2, 4-dichloro-pyrimidine (1. 4 G) in acetonitrile (10 mL) at 0C was added triethylamine (0. 94 ML) and 3-AMINOPROPYLCARBAMIC acid-1,1- dimethylethyl ester (1.0 G). After removing the cooling bath the reaction mixture was stirred overnight at room temperature. The reaction mixture was concentrated and to the residue water (20 ML) was added. The precipitate was collected, washed with water and ether to afford the title compound (1.8 g). ‘H NMR (400 MHz, DMSO-d6) : O/PPM = 1.34 (s, 9H), 1.62 (m, 2H), 2.93 (m, 2H), 3.36 (m, 2H), 6.78 (t, 1H), 7.64 (t, 1H), 8.22 (s, 1H).

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 36082-50-5, 5-Bromo-2,4-dichloropyrimidine.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/48343; (2004); A1;,
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Introduction of a new synthetic route about 1088994-22-2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1088994-22-2, 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1088994-22-2, 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, 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, HPLC of Formula: C12H10N2O2, blongs to pyrimidines compound. HPLC of Formula: C12H10N2O2

2- { 2- ((2R,5R)-5 – ( [Y5~Fiuoropyridin-2 -vDoxyjmethyl } -2-methy Ipiperidin- 1 -vDcarbonyl] -4- methylphenvUpyrimidine (5To a 2 L round bottom flask, equipped with over head stirrer, thermocouple, dropping funnel, and nitrogen inlet, was charged biaryl acid 3 (43.10 g, 1.05 equiv), 2,6- dimethylpyridine (23.15 mL, 1.05 equiv) and DMF (250 mL, 5 V) and was cooled to 5 C. Then, trimethyl acetyl chloride (Piv-Cl) (24.45 mL) was slowly added at 5-10 C. The reaction was stirred at 10 C for 0.5 h. Amine-HCl salt 4 (50.00 g) and 50 wt% T3P in DMF (5.96 g, 5 mol%) were added at 10-15 C, respectively. The reaction mixture was stirred at 20-25 C for 1- 2 h (typical > 76 A% conversion), 2,6-lutidine (22.05 mL, 1.0 equiv) was slowly added over 0.5 h, the reaction mixture was stirred at rt for 3-5- h (> 95 A% conversion). The reaction can be also carried out as follows. To a 2 L round bottom flask, equipped with overhead stirrer, thermocouple, dropping funnel, and nitrogen inlet, was charged biaryl acid 3 (43.10 g, 1.05 equiv), 2,6-dimethylpyridine (45.2 mL, 2.05 equiv), amine-HCl salt 4 (50.00 g), 50 wt% T3P in DMF (5.96 g, 5 mol%)and DMF (250 mL, 5 V) and the resulting mixture was cooled to 15 C. Then, Piv-Cl (24.45 mL) was slowly added at 15-25 C. After complete addition of Piv-Cl, the reaction mixture was aged at 20-25 C for 3-5 h (>95 A% conversion).10 mol% of 2,6-lutidine (2.21 mL) and 10 mol% of Piv-Cl (2.45 mL) were added at rt, respectively. The reaction mixture was stirred at room temperature for 8-16 h (98.5 A% conversion). The reaction mixture was diluted with toluene (500 mL, 10 volume) and water (250 mL, 5 V) at 10-20 C. The reaction mixture was stirred at 10-20 C for 0,5 h. After phase separation, the aqueous layer was extracted with toluene (250 mL x 1, 5 volumes). The combined organic layer was washed with water (200 mL x 1, 4 volumes), 1 N NaOH (200 mL x 1, 4 volumes), and 16% brine (100 mL x 1, 2 volumes).The resulting toluene solution was filtered through 20 wt% of Aquagard activated carbon (14.8 g, equal to 20 wt% of assay product), which was held on solka flock (16 g). The cake was rinsed with toluene (400 mL, 8 volumes)The combined filtrates were concentrated to 150 mL (total volume). At this point, tert-butylbenzene (70 mL) was added dropwise. The resulting solution was solvent-switched to tert-butylbenzene (200 mL, total volume). Crystalline solid 5 was formed during solvent-switch. The resulting slurry was heated to 90-95 C to become homogenous solution. The resulting solution was cooled to 80 C and was seeded with 2% desired crystalline form of 5. The slurry was aged at 80 C for 2 h, and then was slowly cooled to 60 C over 10 h, and from 60 to 20 C over 10 h. The resulting slurry was aged at 20 for 24-48 h. The crystalline solid was collected by filtration, rinsed with tert-butylbenzene (50 mL), n-heptane (100 mL), dried under vacuum with nitrogen sweep and gave 2-{2-[((2ii,5ii)-5-{[(5-fiuoropyridin-2-yl)oxy]methyl}-2- methylpiperidin-l-yl)carbonyl]-4-methylphenyl}pyrimidine (5) (66.85 g, 88% isolated yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1088994-22-2, 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; FENG, Yun Shao; MOSES, Anthony; ZHONG, Yong-Li; WO2012/58129; (2012); A1;,
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