Category: 5305-59-9

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. 5305-59-9, name is 6-Chloropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 5305-59-9

A mixture of 6-chloropyrimidin-4-amine (680 mg, 5.25 mmol), tert-butyl piperazine-1-carboxylate (1.17 g, 6.30 mmol) and D1PEA (2.6 mL. 16 mmol) in n-butanol (5 mL) was heated at 140C for 16 h. The reaction mixture was concentrated under reduced pressure and purified by column chromatography (silica gel, 10: 1 :0.1 DCM/ methanol/ammonium hydroxide) to afford tert-butyl 4-(6-aminopyrimidin-4-y]) piperazine- 1-carboxylate 194b (0.81 g, 55%) as an off-white solid. 1H NMR (400 MHz, CD3OD): delta 8.00 (s, 1H), 5.73 (s, i l l). 3.60-3.53 (m, 4H), 3.53-3.46 (m, 4H), 1.47 (s, 9H); ESI MS m/z 280 [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, 5305-59-9, 6-Chloropyrimidin-4-amine.

Reference:
Patent; ONCOTHERAPY SCIENCE, INC.; MATSUO, Yo; HISADA, Shoji; NAKAMURA, Yusuke; CHAKRABARTI, Anjan; RAWAT, Manish; RAI, Sanjay; SATYANARAYANA, Arvapalli, Venkata; DUAN, Zhiyong; TALUKDAR, Arindam; RAVULA, Srinivas; DECORNEZ, Helene; (491 pag.)WO2017/58503; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5305-59-9, 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 5305-59-9, name is 6-Chloropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Step 1: Take a dry three-mouth reaction bottle and place the magnet.Add 4-amino-6-chloropyrimidine (1 eq), KI (0.5 eq),It was dissolved in absolute ethanol (35 mL).After stirring for 10 min on a magnetic stirrer, trifluoroacetic acid (200 mL) was added.activation. After about 1 h, add absolute ethanol (15 mL)The dissolved substituted aniline (0.8 eq) was reacted. Note that it should be added in the form of dropping to achieve the effect of long-term excessive reaction, and the dropping time is controlled at about 1 h. Step 2: The progress of the reaction and the reaction effect were examined by the TLC method. Generally, after 36 hours of reaction, the reaction is almost complete. After the reaction is completed, the solvent is dried in absolute ethanol, and then a certain amount of ethyl acetate is added to dissolve. First remove the acid with an appropriate amount of 20% sodium bicarbonate solution, then add a certain amount of 50% sodium chloride solution to extract the layer, collect the organic layer and spin dry to a certain amount, add an appropriate amount of anhydrous sodium sulfate, Water overnight.Step 3: suction filtration, sand making, weigh 15 to 20 times of the total amount of raw materials, and collect the product points through the column. Generally use petroleum ether: ethyl acetate = 2:1 to pass the first point (aniline point), petroleum ether: ethyl acetate = 1:1 to pass the second point (pyrimidine point), ethyl acetate Or methanol rushed out of the product point. The spin-dried product points were collected, dried in an oven, mass spectrometrically and nuclear magnetically verified.

According to the analysis of related databases, 5305-59-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wenzhou Medical University; Ye Faqing; Cheng Donghua; Han Chao; Pan Suwei; Pan Yaqian; Xie Zixin; (11 pag.)CN109053592; (2018); A;,
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.5305-59-9, name is 6-Chloropyrimidin-4-amine, molecular formula is C4H4ClN3, molecular weight is 129.55, as common compound, the synthetic route is as follows.Product Details of 5305-59-9

Reference Example 9 6-Aminopyrimidine-4-carboxylic acid propyl ester A mixture of 6-chloro-4-aminopyrimidine (2.00 g, 15.4 mmol), palladium acetate (361 mg, 1.61 mmol), 1,3-bis(diphenylphosphino)propane (631 mg, 1.52 mmol), and potassium carbonate (2.55 g, 18.5 mmol) in n-propanol (45 mL) and DMF (15 mL) was stirred at 90C under carbon monoxide atmosphere. The mixture was allowed to stand and cool to room temperature, and then filtered through Celite. Aqueous sodium bicarbonate solution was added to the filtrate, which was extracted with ethyl acetate. The organic phase was washed with saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated off in vacuo. The residue was purified by column chromatography on silica gel (chloroform/methanol = 100/1 to 50/1) to give the title compound (1.86 g, 10.3 mmol, yield 67%). 1H-NMR (delta ppm, CDCl3): 8.71 (d, J = 1.2 Hz, 1H), 7.17 (d, J = 1.2 Hz, 1H), 5.16 (br, 2H), 4.35 (t, J = 6.9 Hz, 2H), 1.83 (tq, J = 7.4, 6.9 Hz, 2H), 1.02 (t, J = 7.4 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5305-59-9, 6-Chloropyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2070927; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5305-59-9, Adding some certain compound to certain chemical reactions, such as: 5305-59-9, name is 6-Chloropyrimidin-4-amine,molecular formula is C4H4ClN3, 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 5305-59-9.

A microwave vial was charged with 4-amino-6-chloropyrimidine (1.0 g, 7.72 mmol), and pyrrolidine (10 mL) was added. The vial was sealed, and heated in the microwave at 180 C for 1 h. After cooling, the reaction was diluted with methanol (30 mL), and silica (15.0 g) was added. All solvents were removed in vacuo, and the remaining silica slurry loaded on a 40.0 g silica column. Elution with a 0% to 10% methanol in dichloromethane gradient yielded 6-(pyrrolidin-1-yl)pyrimidin-4-amine (1.22 g, 96% yield). MS (ESI) calcd for C8H14N4: 164.11

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. 5305-59-9, 6-Chloropyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; WO2013/59587; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5305-59-9, 6-Chloropyrimidin-4-amine, 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, 5305-59-9, blongs to pyrimidines compound. category: pyrimidines

Add in the reaction flask4-amino-6-chloropyrimidine (6 g, 46.5 mmol),Tetrahydrofuran (75 mL) and pyridine (9.0 mL).Cyclopropylcarbonyl chloride (5.3 g, 50.7 mmol) was added dropwise at room temperature.10 minutes after the drop finished,The reaction solution was heated to 60 C,The reaction was incubated for 3 hours.After the reaction solution was cooled,Diluted with water (100 mL)Ethyl acetate was extracted twice,The organic phase was combined and used1N hydrochloric acid and saturated brine and dried.After concentration,Heated with n-hexane,To give N- (6-chloropyrimidin-4-yl)Cyclopropylcarboxamide(Pale yellow solid, 4.2 g, 45.8%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5305-59-9, its application will become more common.

Reference:
Patent; Zhang, Ruihao; (36 pag.)CN105949178; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5305-59-9, 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.5305-59-9, name is 6-Chloropyrimidin-4-amine, molecular formula is C4H4ClN3, molecular weight is 129.55, as common compound, the synthetic route is as follows.

Synthesis of tert-butyl N-tert-butoxycarbonyl-N-(6-chloropyrimidin-4-yl)carbamate (2) To a stirred solution of 6-chloropyrimidin-4-amine (1, 1 g, 7.75 mmol) in tetrahydrofuran (20 mL), 4-(dimethylamino)pyridine (0.047 g, 0.387 mmol) and di-tert-butyl dicarbonate (3.55 g, 16.27 mmol) were added dropwise. The reaction mixture was stirred at room temperature for 16 h. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with water and extracted with ethyl acetate. Combined organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford tert-butyl N-tert-butoxycarbonyl-N-(6-chloropyrimidin-4-yl)carbamate (2) which was used for the next step without further purification. Yield: 1.3 g, 51%; MS (ESI) m/z 330 [M+1]+.

Statistics shows that 5305-59-9 is playing an increasingly important role. we look forward to future research findings about 6-Chloropyrimidin-4-amine.

Reference:
Patent; eFFECTOR Therapeutics, Inc.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; Shaghafi, Mike; Murphy, Douglas; Tran, Chinh; (131 pag.)US10112955; (2018); B2;,
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.5305-59-9, name is 6-Chloropyrimidin-4-amine, molecular formula is C4H4ClN3, molecular weight is 129.55, as common compound, the synthetic route is as follows.Application In Synthesis of 6-Chloropyrimidin-4-amine

Step 1: Take a dry three-mouth reaction bottle and place the magnet.Add 4-amino-6-chloropyrimidine (1 eq), KI (0.5 eq),It was dissolved in absolute ethanol (35 mL).After stirring for 10 min on a magnetic stirrer,Trifluoroacetic acid (200 mL) was added. activation.After about 1 h, a solution of the substituted aniline (0.8 eq) dissolved in absolute ethanol (15 mL) was added.Note that you have to add it by drop,In order to achieve long-term excess reaction,The dropping time is controlled at around 1h. Step 2: The progress of the reaction and the reaction effect were examined by the TLC method.Generally, after 36 hours of reaction, the reaction is almost complete.After the reaction is completed, the solvent is dried in absolute ethanol.Then a certain amount of ethyl acetate was added to dissolve.First remove the acid with an appropriate amount of 20% sodium bicarbonate solution.Then add a certain amount of 50% sodium chloride solution to extract the layering.Collect the organic layer and spin it to a certain amount.Add an appropriate amount of anhydrous sodium sulfate and remove water overnight. Step 3: suction filtration, sand making,Weigh 15 to 20 times the total amount of raw materials and install the column silica gel powder column, and collect the product points through the column.Generally use petroleum ether: ethyl acetate = 2:1 to pass the first point (aniline point),Petroleum ether: ethyl acetate = 1:1 over the second point (pyrimidine point),Ethyl acetate or methanol is washed out of the product.The spin-dried product points were collected, dried in an oven, mass spectrometrically and nuclear magnetically verified.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5305-59-9, 6-Chloropyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Wenzhou Medical University; Ye Faqing; Cheng Donghua; Han Chao; Pan Suwei; Pan Yaqian; Xie Zixin; (14 pag.)CN109053593; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5305-59-9, Adding some certain compound to certain chemical reactions, such as: 5305-59-9, name is 6-Chloropyrimidin-4-amine,molecular formula is C4H4ClN3, 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 5305-59-9.

General procedure: 2-Amino-4-chloropyrimidine (55) (13.0g, 100mmol) was added to a 57wt.% aqueous solution of hydriodic acid (115ml, 1.00mol) at 0C and the mixture was stirred at room temperature for 3h. The mixture was cooled to 0C and the resulting precipitate was removed by filtration and taken up in cold 5N aqueous Na2CO3 (200ml). The mixture was extracted with EtOAc (3×500ml) and the combined organic layers were concentrated under reduced pressure to deliver 2-amino-4-iodopyrimidine (21.1g, 95.0mmol, 95% yield) as a white solid.

According to the analysis of related databases, 5305-59-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Reichelt, Andreas; Bailis, Julie M.; Bartberger, Michael D.; Yao, Guomin; Shu, Hong; Kaller, Matthew R.; Allen, John G.; Weidner, Margaret F.; Keegan, Kathleen S.; Dao, Jennifer H.; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 364 – 382;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5305-59-9, Adding some certain compound to certain chemical reactions, such as: 5305-59-9, name is 6-Chloropyrimidin-4-amine,molecular formula is C4H4ClN3, 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 5305-59-9.

A mixture of 4-(4-bromothiazolo[5,4-c]pyridin-2-yl)-3,5-dichlorobenzonitrile (0.250 g, 0.65 mmol), 4-amino-6-chloropyridine (0.080 g, 0.62 mmol), Pd2(dba)3 (0.030 g, 0.033 mmol), XantPhos (0.038 g, 0.065 mmol) and cesium carbonate (0.530 g, 1.60 mmol) in dioxane (6.5 mL) was degassed with nitrogen then heated at 70 C for 4 hours. The resulting mixture was diluted with DCM and water, and then filtered through Celite. The layers of the filtrate were separated and the organic layer, dried over Na2S04 and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography eluting with 0- 25% EtOAc in pentane and 0-10% EtOAc in DCM to give the desired compound as a yellow solid (0.215 g, 76% yield). ¾ NMR (300 MHz, DMSO-t¾: delta 11.16 (s, 1H), 8.65 (s, 1H), 8.52 (d, J= 5.6 Hz, 1H), 8.39 (s, 2H), 7.97 (s, 1H), 7.91 (d, J= 5.6 Hz, 1H). LCMS (Method E): RT = 3.83 min, m/z: 433 [M+H+].

According to the analysis of related databases, 5305-59-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5305-59-9, 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 5305-59-9, name is 6-Chloropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 6-chloropyrimidin-4-amine (0.324 g, 2.5 mmol), phenylboronic acid (0.381 g, 3.13 mmol), Na2CO3 (0.795 g, 7.50 mmol) and Bis(triphenylphosphine)palladium(II) chloride (0.035 g, 0.050 mmol) were suspended in a mixture of Dioxane (15 mL)/EtOH (2 mL)/water (3 mL). The mixture was heated a heating block at 125 C for 2 h and concentrated. The residue was purified on the silica gel using 100 % ethyl acetate, then 10% methanol in ethyl acetate. The desired fractions were concentrated to give an off-white solid (0.25 g, 58 %).1H NMR (400 MHz, DMSO-d6) d ppm 8.44 (1 H, d, J=1.26 Hz), 7.93 – 8.00 (2 H, m), 7.42 – 7.52 (3 H, m), 6.91 (2 H, s), 6.88 (1 H, d, J=1.26 Hz). LCMS (method D) tR, 2.58min., MH+ = 172.1.

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 5305-59-9, 6-Chloropyrimidin-4-amine.

Reference:
Article; Iwuagwu, Christiana; King, Dalton; McDonald, Ivar M.; Cook, James; Zusi, F. Christopher; Hill, Matthew D.; Mate, Robert A.; Fang, Haiquan; Knox, Ronald; Gallagher, Lizbeth; Post-Munson Amy Easton, Debra; Miller, Regina; Benitex, Yulia; Siuciak, Judy; Lodge, Nicholas; Zaczek, Robert; Morgan, Daniel; Bristow, Linda; Macor, John E.; Olson, Richard E.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 5; (2017); p. 1261 – 1266;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia