Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 90349-23-8, 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid, 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, 90349-23-8, blongs to pyrimidines compound. Formula: C9H9N3O2

A solution of 5,7-dimethylpyrazolo[l,5-a]pyrimidine-3-carboxylic acid 2 (200 mg, 1.04 mmol) in DMF (5 mL) was charged with EDC.HC1 (240 mg, 1.25 mmol), HOBT (170 mg, 1.25 mmol), triethyl amine (0.43 mL, 3.14 mmol) and stirred at room temperature for 30 mins. To the resulting solution was added methyl 4-(4-aminophenyl)butanoate (240 mg, 1.25 mmol) and the mixture was stirred at room temperature for 16h. Then, the reaction mixture was quenched with ice-cooled water (50 mL) and stirred for another 30 mins. The solid was collected by filtration and washed with water followed by w-hexane and dried to afford the corresponding ester as a light brown solid (240 mg) which was used in the next step without further purification. ES-MS m/z 367.40 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,90349-23-8, its application will become more common.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse, Marie Josee; (139 pag.)WO2016/73895; (2016); A1;,
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Synthetic Route of 932-52-5, Adding some certain compound to certain chemical reactions, such as: 932-52-5, name is 5-Aminopyrimidine-2,4(1H,3H)-dione,molecular formula is C4H5N3O2, 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 932-52-5.

General procedure: A solution of 1.0 mmol of N-heterocyclic aldehyde in 10 mL of ethanol was added to a hot solution of 1.0 mmol of 5- or 6-aminouracil in 10 mL of DMSO. A few drops of glacial acetic acid were then added, and the mixture was refluxed for 6-8 h. The solution was cooled to room temperature, filtered, and evaporated to dryness using a rotary evaporator. The resulting solid was washed with cold ethanol followed by anhydrous diethyl ether.

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. 932-52-5, 5-Aminopyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Nair; Robinson; Trujillo; Russian Journal of Organic Chemistry; vol. 52; 3; (2016); p. 437 – 440; Zh. Org. Khim.; vol. 52; 3; (2016); p. 437 – 440,4;,
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Pyrimidine – Wikipedia

Electric Literature of 3680-69-1 ,Some common heterocyclic compound, 3680-69-1, molecular formula is C6H4ClN3, 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.

Step 1: Synthesis of 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidineTo a mixture of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (5 g, 32.6 mmol) in DMF (60 mL) under argon was added NIS (7.33 g, 32.6 mmol) at 0 C. The resulting mixture was stirred for 15 hours at 25 C under a atmosphere of argon in the darkness. The reaction mixture was poured into cold water and the mixture was filtered, the solid was washing with cold water (3 x 50 mL) and dried at 25 C to give 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine as a solid. LC-MS: (ES, /// r): 279.9 [M+H]+ 1. H- MR: (400MHz, CD3SOCD3, pprn): 12.96 (brs, 1H), 8.62 (s, 1H), 7.95 (d, J= 1.8 Hz, 1H)

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. 3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GIRIJAVALLABHAN, Vinay M.; OLSEN, David B.; ZHANG, Zhibo; FU, Jianmin; TANG, Bing-Yu; WO2015/143712; (2015); A1;,
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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. 58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine, molecular formula is C22H15BrN2, 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. Formula: C22H15BrN2

F-4 8.0g (23.23mmol), 4- (4- bromophenyl) pyridine-2,6-diphenyl (4- (4-bromophenyl) -2,6-diphenylpyrimidine), 9.9g (25.55mmol), Pd2 (dba) 3 2.1g (2.323mmol), P (t-Bu) 3 0.22g (2.323mmol), sodium tert-butoxide 14.1g (69.69mmol) and stirred for 6 hours under the reflux of toluene in 120C 150mL. After cooled back to room temperature after completion of the reaction the solid is created filter was washed with ethyl acetate (EA), methanol (MeOH). Then after the solid boiled with excess Toluene filter to obtain the title compound 1-482 10.8g (71%).

With the rapid development of chemical substances, we look forward to future research findings about 58536-46-2.

Reference:
Patent; HEESUNG MATERIAL LTD.; LEE, JEONG HYEON; JONG, SOO JIN; KIM, KI YOUNG; KIM, DONG JOON; PARK, CHAN JOON; CHOI, JIN SEOK; CHOI, DAE HYEOK; EUM, SONG JIN; LEE, JOO DONG; (164 pag.)KR101579289; (2015); B1;,
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Pyrimidine – Wikipedia

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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below., name: 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine

Compound 183a was prepared from tert-butyl 2,4-dichloro-5,6-dihydropyrido[3,4- d]pyrimidine-7(8H)-carboxylate (182a) (1.0 g, 3.29 mmol) in 2-Propanol (15 mL) using DIPEA (2.3 mL, 13.15 mmol) and 1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-amine (57a) (0.98 g, 3.95 mmol). This gave after workup and purification by flash column chromatography [silica gel, (12 g) eluting with DMA-80 in DCM (0 to 80%)] fert-butyl 2-chloro-4-((l-(3,4,5- trimethoxyphenyl)-lH-imidazol-4-yl)amino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)- carboxylate (183a) (0.87 g, 51 % yield) as a buff solid; NMR (300 MHz, DMSO-^e) delta 9.65 (s, 1H, D20 exchangeable), 8.16 (d, J = 1.5 Hz, 1H), 7.78 (d, J = 1.6 Hz, 1H), 6.90 (s, 2H), 4.35 (s, 2H), 3.87 (s, 6H), 3.69 (s, 3H), 3.61 (t, J = 5.8 Hz, 2H), 2.69 – 2.60 (m, 2H), 1.43 (s, 9H).

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, 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); 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. 5413-85-4, name is 5-Amino-4,6-dichloropyrimidine. A new synthetic method of this compound is introduced below., Safety of 5-Amino-4,6-dichloropyrimidine

General procedure: [00532] The mixture of 4,6-dichloropyrimidine-5-amine (A-2) (16.0 g, 98.2 mmol) and sodium hydrosulphide (7.15 g, 128 mmol) in MeOH (320 mL) is stirred at reflux for 3 h. The reaction is complete based on TLC analysis. The reaction mixture is allowed to cool to RT and then concentrated in vacuo. The residue is poured into aqueous NaOH solution (1M, 200 mL) and then neutralized with acetic acid to adjust the pH to 5-6. The resulting mixture is stirred at RT for 30 min. The solid is collected by filtration, rinsed with water (2 x 50 mL) and dried in vacuo to afford the product, 5-amino-6-chloropyrimidine-4-thiol (A-3).

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, 5413-85-4, 5-Amino-4,6-dichloropyrimidine.

Reference:
Patent; INFINITY PHARMACEUTICALS INC.; INTELLIKINE, LLC; CASTRO, Alfredo, C.; EVANS, Catherine, A.; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel, A.; TREMBLAY, Martin, R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WO2013/12918; (2013); A1;,
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Reference of 3435-25-4 ,Some common heterocyclic compound, 3435-25-4, molecular formula is C5H5ClN2, 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.

A solution of BA-1 (1.00 g, 7.78 mmol), and Ni(dppe)Cl2 (82 mg, 0.16 mmol) in anhydrous Et20 (5 mL) is cooled to -10 C. A solution of isopropyl magnesium bromide (3.22 mL, 9.33 mmol) is added dropwise and the mixture is stirred for 1 h at -10 C. The mixture is quenched with sat. NH4C1, extracted with DCM and concentrated. The crude BC-1 is carried on as is.

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. 3435-25-4, 4-Chloro-6-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BAKONYI, Johanna; BRUNETTE, Steven Richard; COLLIN, Delphine; HUGHES, Robert Owen; LI, Xiang; LIANG, Shuang; SIBLEY, Robert; TURNER, Michael Robert; WU, Lifen; ZHANG, Qiang; WO2015/160654; (2015); A1;,
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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.14001-66-2, name is 5-Bromo-2-methoxypyrimidine, molecular formula is C5H5BrN2O, molecular weight is 189.01, as common compound, the synthetic route is as follows.SDS of cas: 14001-66-2

General procedure: To a well stirred solution of substituted internal alkenyltrifluoroborate and the aryl/heteroarylbromides, Cs2CO3 in toluene/H2O (10:1) was added Pd(PPh3)4 and heated to reflux. After 16 h, the reaction was cooled to room temperature and diluted with water. The reaction mixture was extracted with ethyl ether (3x mL). The organic layer was washed with 2N HCl. The aqueous layer was washed with ether and then neutralized with 2N NaOH and extracted with ethyl ether. The organic layer was dried (Na2SO4). The solvent was removed in vacuo and this usually gave clean product. If necessary the crude material was further purified by silica gel column chromatography (elution with EtOAc/MeOH 19:1): The products were usually obtained as a clear pale yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14001-66-2, 5-Bromo-2-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Math, Shivanand K.; Mokri, Homayoun H.; Lamunyon, James B.; Cefalo, Dustin R.; Testa, Charles A.; Tetrahedron Letters; vol. 53; 23; (2012); p. 2847 – 2849;,
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Electric Literature of 58347-49-2, 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. 58347-49-2, name is 7-Chloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

A solution of 7-chloropyrazolo[i,5-ajpyrimidine (0.1 g, 0.651 mmol), 6- bromo-3-fluoro-2-methylpyridine (0.124 g, 0.651 mmol) and 1,1,1,2,2,2- hexamethyldistannane (0.213 g, 0.651 mmol) in 1,4-dioxane (2 mL) was purged withnitrogen gas for 10 mm. Pd(Ph3P)4 (0.075 g, 0.065 mmol) was added to the reaction mixture and the solution was purged with nitrogen gas again for 10 mm. The reaction mixture was heated in a microwave at 150C for 2 h. The reaction mixture was concentrated and the residue obtained was dissolved in ethyl acetate (20 mL) and water (20 mL). The biphasic mixture was filtered through diatomaceous earth (Diatomaceous earth) and the bed was washed with ethyl acetate (25 mL). The ethyl acetate layer was separated, dried over Na2SO4, filtered, and concentrated under reduced pressure to afford a brown colored solid. The solid was purified by silica gelchromatography (0-40% EtOAc in pet ether) to afford 7-(5-fluoro-6-methylpyridin-3- yl)pyrazolo[1,5-ajpyrimidine (0.06 g, 0.263 mmol, 40% yield) as a light yellow solid. LCMS (ESI) m/e 228.22 [(M+H), calcd for C12H9FN4 229.2j; LC/MS retention time (Method Al): tR = 2.20 mm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58347-49-2, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
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Reference of 33034-67-2, 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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, 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 tert-butyl 4-({ [4-(5-cyano-7-isopropyl- 1 ,3-benzoxazol-2- yl)benzoyl] amino }methyl)-4-isopropylpiperidine- 1 -carboxylate(35 mg, 0.064 mmol) in dichloromethane was added trifluoroacetic acid. The mixture was stirred overnight at room temperature and then concentrated in vacuo. To the residue were added of methanol (2 ml), potassium carbonate (45 mg, 0.326 mmol) and 2-chloro-4- (trifluoromethyl)pyrimidine (16 mul, 0.133 mmol). The mixture was heated to 50 0C and stirred at this temperature for 4 h, at which point LC/MS analysis showed a peak at the desired molecular weight. The reaction mixture was concentrated and then purified by flash chromatography on a Biotage Horizon, 25S column, eluting with 1 column volume of 100percent dichloromethane followed by a gradient of 0 to 100percent ethyl acetate in dichloromethane over 10 column volumes to provide the title compound (33 mg, 0.056 mmol, 87 percent yield). Mass spectrum (ESI) 591.1 (M+l). 1HNMR (500 MHz, CDCI3): 8.47 (d, J=4.5 Hz, IH), 8.33 (d, J=8.5 Hz, IH), 7.93 (s, IH), 7.92 (d, J= 8.5 Hz, 2H), 7.51 (s, IH), 6.71 (d, J=5.0 Hz, IH), 6.18 (br t, J = 6.0 Hz, IH), 4.18 (m, 2H), 3.65-3.75 (m, 4H), 3.47 (septet, J = 7.0 Hz, IH), 1.89 (septet, J=6.5 Hz, IH), 1.70 (m, 2H), 1.50- 1.60 (m, 2H), 1.46 (d, J = 6.5 Hz, 6H), 1.02 (d, J=7.0 Hz, 6H).

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 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; MERCK & CO., INC.; WO2008/156715; (2008); A1;,
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