Tag: M.W:200-300

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. 32779-38-7, name is 2-Chloro-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C4H2ClIN2

To a solution of cis-3- (4-chlorophenyl) cyclobutanol (2.297 g, 12.58 mmol) and 2-chloro-5-iodopyrimidine (2.52 g, 10.48 mmol) in anhydrous THF (60 mL) was added sodium 2-methylpropan-2-olate (1.007 g, 10.48 mmol) . The resulting mixture was stirred at 40 C under N2for 3 h, then poured into water (50 mL) and extracted with EA (3 x 40 mL) . The combined organic layers were washed with brine (3 x 10 mL) , and dried over Na2SO4. After filtration and concentration, the resulting residue was purified by column chromatography (SiO2, PE: EA10: 1) to afford the title compound.1H NMR (400 MHz, CDCl3) 8.62 (s, 2H) , 7.27 (s, 2H) , 7.13-7.19 (m, 2H) , 5.14 (q, J7.43 Hz, 1H) , 3.04-3.19 (m, 1H) , 2.84-2.97 (m, 1H) , 2.19-2.36 (m, 1H) .

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, 32779-38-7, 2-Chloro-5-iodopyrimidine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DEBENHAM, John S.; COX, Jason M.; LAN, Ping; SUN, Zhongxiang; FENG, Zhe; SUN, Chunrui; SEGANISH, W. Michael; LAI, Zhong; ZHU, Chen; BARA, Thomas; RAJAGOPANALAN, Murali; DANG, Qun; KIM, Hyunjin M.; HU, Bin; HAO, Jinglai; (112 pag.)WO2018/107415; (2018); A1;,
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Reference of 32779-38-7, 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. 32779-38-7, name is 2-Chloro-5-iodopyrimidine. A new synthetic method of this compound is introduced below.

To a mixture of compound 1 (5 g, 20.80 mmol, 1 eq) and ethynyl(trimethyl)silane (4.09 g, 41.59 mmol, 5.76 mL, 2 eq) in THF (50 mL) was added CuI (118.82 mg, 623.88 umol, 0.03 eq) , Pd(PPh3)2Cl2 (437.90 mg, 623.88 umol, 0.03 eq) and Et3N (4.21 g, 41.59 mmol, 5.79 mL, 2 eq) under N2. The mixture was purged with N2 for three times and stirred at 50C for 12 hrs under N2. TLC showed it was finished (Petroleum ether: Ethyl acetate = 5: 1 Rf = 0.24). It was concentrated directly. The residue was purified by column chromatography (SiO2, Petroleum ether/Ethyl acetate = 8: 1, Petroleum ether: Ethyl acetate = 5: 1, Rf = 0.43) to give [00544] Compound 2 (2 g, 9.49 mmol, 45.64% yield) was obtained as a brown solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,32779-38-7, 2-Chloro-5-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; KLEO PHARMACEUTICALS, INC.; BUNIN, Anna; IBEN, Lawrence G.; MANION, Douglas; SPIEGEL, David Adam; WELSCH, Matthew Ernest; (397 pag.)WO2019/136442; (2019); A1;,
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Pyrimidine – Wikipedia

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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, the common compound, a new synthetic route is introduced below. SDS of cas: 6299-85-0

Intermediate C5; 2-Chloro-6-(piperidin-4-ylamino)-pyrimidine-4-carboxylic acid methyl ester dihydrochloride; Step 1: 6-( l-tert-Butoxycarbonyl-piperidin-4-ylamino)-2-chloro-pyrimidine-4-carboxylic acid methyl ester; A mixture of 2,6-dichloro-pyrimidine-4-carboxylic acid methyl ester (3.98 g, 19.19 mmol, 1.0 equiv; commercially available) and 4-amino-piperidine-l-carboxylic acid tert- butyl ester (5.0 g, 24.94 mmol, 1.3 equiv) in anhydrous DMF ( 100 mL) was heated to 60 0C for 18 h. The organic phase was concentrated under reduced pressure and the crude reaction mixture extracted from a 1 M NaOH ( 100 mL) solution with ethyl acetate (3 x 50 mL). The combined organic phases were dried over MgStheta4 and the product purified with silica column chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of heptane/ ethyl acetate providing 3.46 g (49%) of the title compound. 1H NMR (300 MHz, CDCl3): delta 1.42-1.51 (m, 2H), 1.47 (s, 9H), 2.00- 2.05 (m, 2H), 2.90-3.01 (m, 2H), 3.92 (s, 3H), 4.05-4.10 (m, 2H), 4.19 (br s, IH), 7.10 (s, IH), 7.17 (br s, IH). 13C NMR (75 MHz, CDCl3): (528.30, 31.23, 42.41, 48.00, 52.88, 79.61, 106.38, 153.58, 154.61, 161.21, 163.75, 164.23. MS (ISP): 371.1 [M+H]+.

The synthetic route of 6299-85-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/692; (2008); A2;,
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Adding a certain compound to certain chemical reactions, such as: 1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, 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, Recommanded Product: 1211443-61-6, blongs to pyrimidines compound. Recommanded Product: 1211443-61-6

General procedure: tert-butyl (3-((4aminophenyl)sulfonamido)propyl)carbamate (4a, 560mg, 1.70mmol),2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (6,497mg, 1.70mmol),Pd(OAc)2 (30mg, 0.1equiv), BINAP (63mg, 0.06equiv), Cs2CO3(1.11g, 3.40mmol) were dissolved in 1,4-dioxane and degassed with argon for 5 min.The resulted mixture was heated to 105 C for 7 h. After monitored by TLC toobserve completion of reaction, the reaction mixture was filtered through Celite aftercooling to 25 C, then the solvents were removed in vacuo. The crude product waspurified by silica gel column chromatography to afford intermediates 7a in 42% yieldaswhite solid.

The synthetic route of 1211443-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Xin; Yu, Chenhua; Wang, Cheng; Ma, Yakun; Wang, Tianqi; Li, Yao; Huang, Zhi; Zhou, Manqian; Sun, Peiqing; Zheng, Jianyu; Yang, Shengyong; Fan, Yan; Xiang, Rong; European Journal of Medicinal Chemistry; vol. 181; (2019);,
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Application of 1337532-51-0, 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.1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C7H7BrN4, molecular weight is 227.06, as common compound, the synthetic route is as follows.

To a stirred solution 4-(2 , 5-dimethylbenzyl)-2-(3-fl uoro-4-(4,4, 5, 5-tetramethyl- 1,3,2- dioxaborolan-2-yl)phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (0.2 g, 0.47 mmol, 1 equiv) in 1,4-Dioxane (20 mL) was added 5-bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.085 g, 0.37 mmol, 0.8 equiv), tripotassium phosphate (0.2 g, 0.94 mmol, 2.0 equiv) and water (0.5mL).The reaction mixture was degassed with argon for 10 minutes. Pd2(dba)3 (0.021 g, 0.023 mmol, 0.05 equiv) and (tBut)3PHBF4 (0.013 g, 0.047 mmol, 0.1 equiv) were added and degassed with argon for 10 minutes. The reaction mixture was stirred for 0/N at 100 C in a sealed vessel. The reaction was cooled to room temperature. The Reaction mixture was evaporated to obtain crude product, which was purified over silica gel flash column chromatography. The compound eluted out in 2% MeOH:DCM. Fractions obtained were concentrated to give 2-(4-(4-amino-7-methyl-7H-pyrrolo[2 ,3-d]pyrimidin-5- yl)-3-fluorophenyl)-4-(2 ,5-dimethyl benzyl)-2,4-dihydro-3H- 1,2 ,4-triazol-3-one (0.07 g, 33 %) as off white solid. LCMS (ES) m/z = 444.2 [M+H]. 1H NMR (400 MHz, DMSO-d6) O ppm: 2.23 (5, 3H), 2.28 (5, 3H), 3.73 (5, 3H), 4.84 (5, 2H), 6.03 (br.s, 2H), 6.97 (5, 1H), 7.03 (d, J=7.2 Hz, 1H), 7.10 (d, J=7.2 Hz, 1H), 7.31 (5, 1H), 7.47 (t, J=8.0 Hz, 1H), 7.83-7.86 (m, 2H), 8.13 (5, 1H), 8.27 (5, 1H)

Statistics shows that 1337532-51-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; (110 pag.)WO2017/46738; (2017); 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. 959070-42-9, name is Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate

To an ice cold solution of the ethyl ester of 4,6-dicholoro-2-methylthiopyrimidine-5-carboxylic acid (5 g, 18.72 mmol) in tetrahydrofuran (60 ml) was added methyl 3-benzylaminopropanoate (3.61 g, 18.72 mmol) followed by Et3N (2.86 ml, 20.59 mmol). The reaction mixture was stirred at room temperature for 6 hours. It was then diluted with ethyl acetate and washed with water. The organic layer was separated, dried, filtered and concentrated to give the crude product. The crude product was then purified by silica gel flash column chromatography (15% ethyl acetate in hexane) to afford the desired product as a pale yellow solid (6 g, 75% yield). 1H NMR (CDCl3 400 MHz) delta 7.36-7.28 (m, 4H), 7.19 (d, J=6.8 Hz), 4.76 (s, 2H), 4.13-4.08 (q, 2H), 3.74 (t, J=7.2 Hz, 2H), 3.66 (s, 3H), 2.67 (t, J=7.2 Hz), 2.44 (s, 3H), 1.20 (7.2 Hz, 3H).

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, 959070-42-9, Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; ArQule, Inc.; US2010/249110; (2010); A1;,
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Pyrimidine – Wikipedia

Reference of 4359-87-9, 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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Preparation of 2,6-dichloro-5-nitro-4-morpholino-pyrimidine. To a solution of 2,4,6-trichloronitropyrimidine (6.20 g, 27.2 mmol) in CH2Cl2 (170 mL) at 0 C. was added a solution of morpholine (2.34 g, 27.2 mmol) and NEt3 (2.74 g, 27.2 mmol) in CH2Cl2 (70 mL) over a period of 1 hr. The reaction mixture was stirred for another 1 hr at 0 C. and allowed to warm to 20 C. and stirred for 12 hours to drive the reaction to competition. For purification, silica gel (20 g) was added to the reaction mixture and the solvent was removed so that product was adsorbed on the silica gel. The material was purified by flash chromatography using CH2Cl2 eluent the product was obtained as yellow solid after concentration. Yield: 6.90 g, 91%. MS (ESI) m/z 279.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4359-87-9, its application will become more common.

Reference:
Patent; Wyeth; US2009/181963; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 6214-47-7 ,Some common heterocyclic compound, 6214-47-7, molecular formula is C8H9ClN2O2, 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.

General procedure: A solution of compound 7 in ethanol was added to liquidammonia in an autoclave (250 cm3) at -50 C. The mixture was heated to 60-70 C, the pressure increased to15-16 bar. It was stirred for 2 days under these conditions.The volatile components were removed and the residuewas suspended in water, filtered, and dried.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6214-47-7, its application will become more common.

Reference:
Article; Kokai, Eszter; Nagy, Jozsef; Toth, Tuende; Kupai, Jozsef; Huszthy, Peter; Simig, Gyula; Volk, Balazs; Monatshefte fur Chemie; vol. 147; 4; (2016); p. 767 – 773;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, 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, Application In Synthesis of Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, blongs to pyrimidines compound. Application In Synthesis of Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate

Diisoprolylethylamine (1.38 mL, 7.72 mmol) and aniline (0.35 mL, 3.86 mmol) were added sequentially to a stirred solution of ii (0.850 g, 3.86 mmol) in acetonitrile (15 mL). The mixture was stirred at room temperature for 1 h, poured onto water (20 mL) and extracted with EtOAc (3 x 30 mL). The combined organic fraction was dried (MgSC ) and reduced in vacuo to give the crude product as a beige crystalline solid. Column chromatography (S1O2), eluting with 9: 1 Hexanes-EtOAc afforded compound iii (1.00 g, 3.61 mmol, 94%) as a colourless crystalline solid. *H NMR (300MHz, CDC13): delta 10.45 (1H, br s, 4- NH), 8.83 (1H, s), 7.66 (2H, d, 78.2), 7.40 (2H, t, J 7.7), 7.20 (1H, t, 77.7), 4.43 (2H, q, J 7.2), 1.44 (3H, t, J 7.2); [M+H]+ rn/z = 278.0.

The synthetic route of 51940-64-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOTA EUROPE LTD; TYNDALL, Edward Malcolm; CZAPLEWSKI, Lloyd George; FISHWICK, Colin William Gordon; YULE, Ian Andrew; MITCHELL, Jeffrey Peter; ANDERSON, Kelly Helen; PITT, Gary Robert William; WO2013/91011; (2013); A1;,
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Synthetic Route of 696-07-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 696-07-1 as follows.

Step 1 . Preparation of 1 -benzhydryl-5-iodo-pyrimidine-2,4-dione 5-lodouracil (0.10 g, 0.42 mmol) was suspended in dry MeCN (2.1 mL) and Nu, Omicron- bis(trimethylsilyl)acetamide (0.25 mL, 1 .05 mmol) was added under nitrogen atmosphere. When the reaction mixture turned clear, bromodiphenyl methane (0.15 g, 0.63 mmol) and a catalytic amount of l2 were added and the reaction mixture was heated at 84 C for 4 hrs. After cooling to room temperature, the mixture was concentrated under reduced pressure, diluted with EtOAc and washed with water. The aqueous phase was extracted with EtOAc (3 x 15 mL), the combined organic layers were washed with brine, dried over Na2SO4 and the solvent was removed under reduced pressure. The crude was purified by column chromatography using a Teledyne ISCO apparatus (cyclohexane:EtOAc 60:40) to afford the title compound (0.15 g, 87%) as white solid. 1H NMR (400 MHz, CDCI3): delta 7.02 (s, 1 H), 7.14-7.18 (m, 4H), 7.38-7.45 (m, 6H), 7.46 (s, 1 H), 8.58 (s, 1 H). MS (ESI) m/z: 405 [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,696-07-1, its application will become more common.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNIVERSITA’ DEGLI STUDI DI PARMA; PIOMELLI, Daniele; REALINI, Natalia; MOR, Marco; PAGLIUCA, Chiara; PIZZIRANI, Daniela; SCARPELLI, Rita; BANDIERA, Tiziano; WO2013/178576; (2013); A1;,
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Pyrimidine – Wikipedia