Pyrimidines

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. 7752-78-5, name is 5-Bromo-2-methylpyrimidine. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-2-methylpyrimidine

A mixture of [3-carbamoyl-5-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-indazol-l- yl]-acetic acid fert-butyl ester (200.0 mg , 0.498 mmol, 1.0 eq), 5-bromo-2-methyl-pyrimidine (103.5 mg, 0.6 mmol, 1.52 eq), Pd(PPh3)4 (29.0 mg, 0.025 mmol, 0.05 eq) and K2C03 (103.0 mg, 0.75 mmol, 1.5 eq) in 1,4- dioxane (10 mL) was stirred at 100 ¡ãC for 2 h. The mixture was concentrated and The resulting residue was purified by chromatography on silica gel column (PE/EA = 9/1, v/v) to give the fert-butyl 2-(3-carbamoyl-5- (2-methylpyrimidin-5-yl)-lH-indazol-l-yl)acetate (110 mg, 48percent). LRMS (M+H+) m/z calculated 368.16, found 368.1.

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, 7752-78-5, 5-Bromo-2-methylpyrimidine.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (297 pag.)WO2018/229543; (2018); A2;,
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Synthetic Route of 582313-57-3 ,Some common heterocyclic compound, 582313-57-3, molecular formula is C6H3ClFN3, 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.

To a stirred solution of (3aS,4S,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2- dimethyl-3a,6a-dihydro-4H-cyclo penta[d] [l,3]dioxol-4-ol (3.5 g, 8.24 mmol) in THF (50 ml) was added 4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine (3.54 g, 20.61 mmol, which was synthesized by following the same reaction protocol as was described in WO2005/16878, A2), triphenylphosphine (5.40 g, 20.61 mmol), DIAD (4.01 ml, 20.61 mmol) at 0C and stirred for 30 min. The resulting reaction mixture was stirred at 25C for l6h. Volatiles were removed in vacuo and the crude residue was purified by combiflash (0550) (Rf200, Teledyne/Isco) instrument onto a redisep Rf column with gradient elution (0 to 10%) of ethyl acetate in petroleum ether to afford the title compound (2.7g, 56.7%) as an off-white solid. LCMS m/z = 577.94 (M+; 100%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,582313-57-3, its application will become more common.

Reference:
Patent; LUPIN LIMITED; NAIR, Prathap, Sreedharan; GUDADE, Ganesh, Bhausaheb; SETHI, Sachin; LAGAD, Dipak, Raychand; PAWAR, Chetan, Sanjay; TRYAMBAKE, Mahadeo, Bhaskar; KULKARNI, Chaitanya, Prabhakar; HAJARE, Anil, Kashiram; GORE, Balasaheb, Arjun; KULKARNI, Sanjeev, Anant; SINDKHEDKAR, Milind, Dattatraya; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; (241 pag.)WO2019/116302; (2019); A1;,
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Reference of 3764-01-0, Adding some certain compound to certain chemical reactions, such as: 3764-01-0, name is 2,4,6-Trichloropyrimidine,molecular formula is C4HCl3N2, 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 3764-01-0.

To an ice-cold solution containing 2,4,6-t?chloropy?midine (50 g, 0.27 mol) in MeOH (500 mL) and NaHCO3 (114 g, 1.35 mol) add slowly and dropwise a methanolic solution (10 mL) of morphohne (23.7 g, 0.27 mol) Allow the mixture to warm to 250C and stir overnight. Concentrate under vacuum, extract with EtOAc (500 mL), wash with water and dry with MgSO4 Filter and evaporate under vacuum to afford a white solid. Purify the crude by flash column chromatography to afford the title product as white solid.

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. 3764-01-0, 2,4,6-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NEUROGEN CORPORATION; WO2006/65872; (2006); A1;,
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Related Products of 4595-59-9, 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. 4595-59-9, name is 5-Bromopyrimidine, molecular formula is C4H3BrN2, 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: A mixture of aryl halide (0.5 mmol), potassium aryltrifluoroborate (0.6 mmol), K2CO3 (1.0 mmol), Pd/C (5%; 0.5 mol%), ethanol (3 mL), and distilled water (1 mL) was stirred at 80 C in air for the time indicated. The reaction mixture was added to brine (15 mL) and extracted with ethyl acetate (4¡Á15 mL). The organic solvent was removed under vacuum, and the product was isolated by short-column chromatography.

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 4595-59-9, 5-Bromopyrimidine.

Reference:
Article; Liu, Chun; Liu, Chao; Li, Xin-Min; Gao, Zhan-Ming; Jin, Zi-Lin; Chinese Chemical Letters; vol. 27; 5; (2016); p. 631 – 634;,
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Reference of 56621-90-0, Adding some certain compound to certain chemical reactions, such as: 56621-90-0, name is 5-Amino-2-chloropyrimidine,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 56621-90-0.

A mixture of 5-Amino-2-chloro-pyrimidine (4.5 g, 34.9 mmol), 3- TRIFUOROMETHYLPHENYLBORONIC acid (9.9 g, 52.3 MMOL), Pd (OAc) 2 (390 MG, 1.74 MMOL), DPPF (963 mg, 1.74 MMOL), 2 M aqueous K2C03 (52 mL), and toluene (100 mL) were heated at 110 C for 16 h. The mixture was diluted with EtOAc (100 mL) and the organic layer washed with H20 (100 mL) and brine (100 mL). Drying (MgS04) and removal of the volatiles in-vacuo gave a dark brown solid. Chromatography of this material on silica gel using a Hexanes/EtOAc gradient (20% EtOAc to 80% EtOAc) gave 3 as a colorless solid (3.5 g, 14.6 MMOL, 41% yield, M/Z + = 240. 1).

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. 56621-90-0, 5-Amino-2-chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CYTOKINETICS, INC.; WO2005/5382; (2005); A2;,
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Electric Literature of 22536-61-4 ,Some common heterocyclic compound, 22536-61-4, 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 mixture of 2-chloro-5-methylpyrimidine (1 g, 7.78 mmol) and ammonium hydroxide (18.26 mL, 469 mmol) was heated at 85 ¡ãC in a sealed tube for 18 h. The mixture was cooled to rt and and then ice/water bath, and filtered. The white filter cake was washed with hexanes and suction dried.LCMS (method C ) tR,0.33 min., MH+ = 110.2

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. 22536-61-4, 2-Chloro-5-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

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;,
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Reference of 934524-10-4, 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 934524-10-4 as follows.

Example 20 N4-(benzo[d]thiazol-6-yl)-N2-(1H-indazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine To a solution of 2,4-dichloro-7-tosyl-pyrrolo[2,3-d]pyrimidine (0.1 g, 0.28 mmol) in n-butyl alcohol (0.8 mL) was added 6-aminobenzothiazole (0.046 g, 0.31 mmol) and DIPEA (0.1 mL, 0.56 mmol) at room temperature. After heating at 90 C. for 3 h, the mixture was diluted with H2O, and the precipitates were collected by filtration to give N-(2-chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)benzolthiazol-5-amine (0.19 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,934524-10-4, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; US2009/54425; (2009); A1;,
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Related Products of 36082-50-5, 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 36082-50-5 as follows.

Step 1 1 mol/L Sodium hydroxide (150 mL) was added to mixture of 5-bromo-2,4-dichloropyrimidine (25 g, 110 mmol) and THF (50 mL), and stirred at room temperature for 3.5 hours, the reaction mixture was neutralized with 2 mol/L hydrochloride, and extracted with chloroform (150 mL). The organic phase was washed by saturated saline (100 mL), and dried over anhydrous magnesium sulfate. After concentrated in vacuo, the residue was added to chloroform and hexane, and the resulting powder was filtered to give 5-bromo-2-chloropyrimidin-4(3H)-one (6.15 g, yield: 27%) as white powder. 1H-NMR (delta ppm TMS/DMSO-d6): 8.37 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,36082-50-5, its application will become more common.

Reference:
Patent; Shionogi & Co., Ltd.; KAI, Hiroyuki; TANAKA, Satoru; HIRAMATSU, Yoshiharu; NOZU, Azusa; NAKAMURA, Ken’ichioh; (260 pag.)US2016/24072; (2016); 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. 151266-23-8, name is 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H4IN5

To a stirred suspension of 3-iix}o-l W-pyntzolo[3,4-< pyTiniidjn-4-arnine (0.1 g, 0.3S mmol), (4-phenoxyphenyl')boronic acid (0.09 g, 0.42 mmol) and K?PQt (0. 2 g, 0.56 mmol) in degassed N,N dimethyiformamide:water (3:2, 2 mL), was added L i ' (bisdirAS< filtered and evaporated to dryness to furnish toe crude product. The title compound was obtained by column chromatography over silica gel (100-200 mesh size) as a stationary phase and 5% (v/v) methanol in dichlorornethane as elucnt to give the product as a colorless solid {0.03 g. yield 25.8%). FontWeight="Bold" FontSize="10" H NM . ( SO-i 400 MHz) delta 3.54 (s, 1H), 8.21 (s, 1H). 7,66 (d, J - 8,0 Hz, 2H), 7,43 (t ./ - 8,0 Hz, 2H), 7.20-7.12 fro, 5H); 1XMS m/e: 304 |M + If. 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, 151266-23-8, 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. Reference:
Patent; SABILA BIOSCIENCES LLC; MANSOUR, Tarek, S.; EVANS, Collen, E.; (156 pag.)WO2018/49127; (2018); A1;,
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Reference of 56-06-4, Adding some certain compound to certain chemical reactions, such as: 56-06-4, name is 2,6-Diaminopyrimidin-4(1H)-one,molecular formula is C4H6N4O, 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 56-06-4.

Preparation 4: 2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidine- 5-carbonitrile 2,4-Diamino-6-hydroxypyrimidine (3.00 g, 24 mmol) was added to a solution of sodium acetate (6.4g, 76 mmol) in millipore water (90 mL) and stirred at 50 C for 1 hour. While still at 50 C a solution of crude chloro(formyl)acetonitrile (3.00 g,32 mmol) in mQ water (44 mL) was added dropwise with a dropping funnel, during which time the reaction turned beigeand heating continued for 18 h at 50 C, after which time the reaction was heated to 100 C for 3 h. The reaction mixture was allowed to cool to room temperature and the solid removed by filtration. The solid was suspended in EtOH and SM aqueous KOH solution was added until the soliddissolved. Charcoal was added to the solution and the mixture stirred for 30 minutes before removal of the solid by filtration. The pH of the filtrate was adjusted to pH=6 with concentrated aqueous HCI solution during which time a precipitate formed and was collected by filtration. In order to remove the final traces of water from the solid it was dissolved in a mixture of toluene/methanol 1/1 and thenconcentrated at reduced pressure. The resultant solid was dried over P205 to afford the desired compound (1.68 g, 9.6 mmol, 40% yield) as beige solid. Procedure based on Brooks 2012.OH (400 MHz, DMSO-d6) 0 11.98 (br s, 1H) 10.74 (br s, 1H), 7.59 (s, 1H), 6.43 (s, 2H).Oc(100 MHz, DMSO-d6) 0 158.0, 154.3, 152.1, 128.2, 116.4, 99.2, 86.0. HRMS (m/z ESI): C7H5N50 EM-H]- Found 174.0415 Requires: 174.0416.

According to the analysis of related databases, 56-06-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE PROVOST, FELLOWS, FOUNDATION SCHOLARS, AND THE OTHER MEMBERS OF BOARD, OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITY OF QUEEN ELIZABETH, NEAR DUBLIN; KELLY, Vincent; (44 pag.)WO2016/50806; (2016); A1;,
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