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. 22536-65-8, name is 2-Chloro-5-methoxypyrimidine. A new synthetic method of this compound is introduced below., Product Details of 22536-65-8

A mixture of 2-chloro-5-methoxypyrimidine (7 g, 48.4 mmol) and ammonium hydroxide (113 mL, 2905 mmol) was heated at 100 °C in a sealed tube for 18 h. The mixture was cooled to rt and was concentrated. The residue was was purified on silica gel using 40-80 percent ethyl acetate in hexanes. The desired fractions were concentrated to give a pale yellow solid (2.75 g, 45 percent). 1H NMR (400 MHz, CDCl3) d ppm 8.02 (2 H, s), 4.80 (2 H, br. s.), 3.79 (3 H, s). LCMS (method B) tR, 0.81 min., MH+ = 293.3.

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, 22536-65-8, 2-Chloro-5-methoxypyrimidine.

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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Adding a certain compound to certain chemical reactions, such as: 13418-77-4, 2-Amino-5-methoxypyrimidine, 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, Formula: C5H7N3O, blongs to pyrimidines compound. Formula: C5H7N3O

Process 3: Under argon atmosphere, trimethylaluminum (2 mol/L hexane solution, 1.45 mL, 2.90 mmol) was added to 1,2-dichloroethane (30 mL) solution of 2-amino-5-methoxypyrimidine (220 mg, 1.74 mmol) at room temperature, and stirred at the same temperature for 80 minutes. 1,2-dichloroethane (20 mL) solution of methyl (Z)-3-acetamido-2-{[6-(2-cyanophenyl)pyridin-3-yl]methyl}-2-heptenoate (227 mg, 0.58 mmol) was added dropwise thereto at room temperature followed by reflux for 17 hours under heating. An aqueous solution of ammonium chloride and chloroform were added to the reaction mixture, which was then filtered through a pad of celite. The organic layer in the filtrate was separated, and the aqueous layer was extracted with chloroform. The organic layer was combined, washed with water and brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residues obtained were subjected to silica gel column chromatography (hexane/ethyl acetate=2:1) to obtain 2-{5-{[4-butyl-1-(5-methoxypyrimidin-2-yl)-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl]methyl}pyridin-2-yl}benzonitrile (207 mg, 77%) as a yellow oil. 1H-NMR (CDCl3) delta: 0.95 (3H, t, J=7 Hz), 1.36-1.48 (2H, m), 1.58-1.70 (2H, m), 2.16 (3H, s), 2.63-2.72 (2H, m), 3.97 (2H, s), 4.01 (2H, s), 7.47 (1H, m), 7.60-7.71 (2H, m), 7.72-7.83 (3H, m), 8.54 (2H, s), 8.70 (1H, d, J=1 Hz).

The synthetic route of 13418-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOWA COMPANY, LTD.; US2012/165353; (2012); A1;,
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Application of 62802-42-0, 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. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

A solution of N- [(4aR,7a5)-7a-(2-fluorophenyl)-4a,5 ,6,7-tetrahydro-4H- pyrrolo[3,4-dl[1,3lthiazin-2-yllbenzamide (124.7 g, 256 mmol), DIPEA (67 mL), 5- fluoro-2-chloropyrimidine (29.3 ml, 307 mmol) in N-methylpyrrolidone (997 mL) isheated to 100 C for 16 hours. The reaction is cooled to 22 C and poured into cooled water at 10 C (10 L) keeping temperature below 15 C. A pale cream solid is collected by filtration and washed with additional water. The wet solid is dissolved in EtOAc (2 L) and transferred to a separator funnel. Sodium chloride aqueous solution 5% w/w (1 L) is added and the organic layer is separated, dried over sodium sulfate, filtered, and the filtrate evaporated under reduced pressure. The product is purified by silica gel chromatography using a gradient of 0-40% EtOAc/isohexane to give the title compound as a pale yellow solid (116 g, 70%). ES/MS (mlz): 452 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62802-42-0, 2-Chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; COATES, David Andrew; WOLFANGEL, Craig Daniel; (55 pag.)WO2016/122968; (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. 5305-40-8, name is 4,6-Dichloropyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below., Product Details of 5305-40-8

(2) Some 4,6-dichloropyrimidine-5-carboxaldehyde was weighed and dissolved in toluene (5 volumes).7M NH3/MeOH solution (3eq) was added to the feed solution. The feed solution was heated to 60C and the reaction was stirred for 1h.Additional NH3/MeOH solution (1 eq) was added and stirring was continued for 1 h. TLC showed that the raw material was completely reacted.The feed solution was cooled to room temperature, and the solvent was evaporated under reduced pressure. The amount of H2O (3 volumes) was added to the residue.Stir and extract ethyl acetate/n-butanol (V/V=2/1) (4 times volume*2).The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and concentrated to dryness under reduced pressure.The crude 4-amino-6-chloropyrimidine-5-carboxaldehyde (yield: 100%) was obtained and was directly put into the next reaction.

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, 5305-40-8, 4,6-Dichloropyrimidine-5-carbaldehyde.

Reference:
Patent; Suzhou Wangshanwangshui Bio-pharmaceutical Co., Ltd.; Cao Biao; Zhu Hanghang; Wu Jianzhong; Tian Guanghui; (18 pag.)CN107759623; (2018); A;,
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Electric Literature of 115581-36-7, 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 115581-36-7, name is 2-Chloro-5-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-Chloro-5-methylsulfanyl-pyrimidine (264 mg), sodium metaperiodate (487 mg), methanol (12 ml_), and water (3 ml_) is stirred at 40 C for 6 h. More sodium metaperiodate (150 mg) is added and the reaction mixture is stirred at 30 C overnight. The reaction mixture is diluted with water and extracted with dichloromethane. The combined extracts are washed with brine, dried over MgS0 and concentrated in vacuo. The crude product is used for the next reaction step without further purification. LC (method 1 ): tR = 0.25 min; Mass spectrum (ESI): m/z = 177 [M+H]+

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 115581-36-7, 2-Chloro-5-(methylthio)pyrimidine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; LANGKOPF, Elke; WAGNER, Holger; WO2015/7669; (2015); A1;,
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Electric Literature of 3680-69-1, Adding some certain compound to certain chemical reactions, such as: 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C6H4ClN3, 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 3680-69-1.

To a solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (2.6 g, 17.4 mmol) in DMF (50 mL) was added NIS (3.9 g, 17.4 mmol). The reaction was stirred at room temperature overnight. Water (125 mL) was added to the reaction mixture, and the precipitate was filtered and washed with water. The solid was dried in vacuo to afford the title compound. MS m/z 280.0 (M + H+) (Method M).

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; NOVARTIS AG; IRM LLC; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; GUAGNANO, Vito; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STAUFFER, Frederic; STUTZ, Stefan; VAUPEL, Andrea; WO2011/29915; (2011); A1;,
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Reference of 108381-23-3 ,Some common heterocyclic compound, 108381-23-3, molecular formula is C9H11ClN2O2, 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-amino-6-methoxy-l,2,3,4-tetrahydro-naphthalene hydrochloride (87mg, 0.43mmol), 2-chloro-4,6-dimethyl-pyrimidine-5-carboxylic acid ethyl ester (71mg, O.33mmol) and KOAc (150mg, 1.5mmol) in ethanol (3ml) was microwaved at 120 C for lh. The reaction mixture was cooled to rt, quenched with 1NHC1 and extracted with EtOAc. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The crude residue was purified by flash chromatography with a 5-60% EtOAC in hexane gradient to afford the desired product (69mg, 60% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108381-23-3, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GILLESPIE, Paul; MICHOUD, Christophe; RUPERT, Kenneth Carey; THAKKAR, Kshitij Chhabilbhai; YI, Lin; WO2012/123467; (2012); A1;,
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Reference of 938443-20-0, 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.938443-20-0, name is 2,4,7-Trichloropyrido[2,3-d]pyrimidine, molecular formula is C7H2Cl3N3, molecular weight is 234.4699, as common compound, the synthetic route is as follows.

[00383] To a solution of 2,4,7-trichloropyrido[2,3-d]pyrimidine (4.0 g, 17.06 mmol, 1.0 equiv) in DMA (10 mL) was added (3,S)-3-methylmorpholine (4.31 g, 42.65 mmol, 2.5 equiv) and DIPEA (5.51 g, 42.65 mmol, 7.43 mL, 2.5 equiv). The reaction solution was heated to 70 C for 48 h. The reaction suspension was cooled to room temperature, poured into cold H2O (50 mL) to precipitate out a solid. The solid was filtered and the filter cake was rinsed with H2O, and dried under reduced pressure to give the crude product, which was purified by column chromatography on silica gel (0?100% petroleum ether/EtOAc) to give (3S)-4-[7- chloro-2-[(3,S)-3-methylmorpholin-4-yl]pyrido[2,3-d] pyrimidin-4-yl] 3-methyl-morpholine (3.5 g, 56.4% yield) as a yellow solid. LCMS (ESI) m/z: [M + H] calcd for C17H22CIN5O2: 364.15; found 364.2.

The chemical industry reduces the impact on the environment during synthesis 938443-20-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; REVOLUTION MEDICINES, INC.; SEMKO, Christopher; PITZEN, Jennifer; WANG, Gang; TIBREWAL, Nidhi; AGGEN, James Bradley; THOTTUMKARA, Arun P.; BURNETT, G. Leslie; GLIEDT, Micah James Evans; KISS, Gert; WON, Walter; LEE, Julie Chu-li; GILL, Adrian Liam; (538 pag.)WO2018/204416; (2018); A1;,
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Related Products of 51674-77-2, 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. 51674-77-2, name is 4-Chloropyrido[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below.

EXAMPLE 1N-{(R) -r8-Chtoro-2-(pyridin-3-yl)quinolin-3-yl1-2.2.2^pyrimidin-4-ylamineA mixture of Intermediate 4 (0.62 g, 1.85 mmol), 4-chloropyrido[3,2-Patent; UCB PHARMA S.A.; PARTON, Andrew Harry; ALI, Mezher Hussein; BROOKINGS, Daniel Christopher; BROWN, Julien Alistair; FORD, Daniel James; FRANKLIN, Richard Jeremy; LANGHAM, Barry John; NEUSS, Judi Charlotte; QUINCEY, Joanna Rachel; WO2012/32334; (2012); A1;,
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Application of 22276-95-5, 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. 22276-95-5, name is 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

To a mixture of 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (G-1) (6.24 g, 26.8 mmol, 1.0 eq) in anhydrous THF (100 mL) at -78 C. under argon, n-BuLi solution (2.5 M in THF, 23.6 mL, 59.0 mmol, 2.2 eq) is added dropwise over 30 min. The reaction mixture is stirred at -78 C. for 1 h and then dry ice (300 g) is added in portions under an argon atmosphere. The resulting mixture is allowed to warm to RT and then stirred at RT overnight. The reaction mixture is diluted with H2O (200 mL) and extracted with ethyl acetate (50 mL*4). The aqueous layer is acidified with conc. HCl to adjust the pH to 3-4. The precipitate is collected by filtration, rinsed with H2O (30 mL) and dried in vacuo to afford the product, 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid (H-1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22276-95-5, its application will become more common.

Reference:
Patent; Ren, Pingda; Liu, Yi; Li, Liansheng; Chan, Katrina; Wilson, Troy Edward; Castro, Alfredo C.; Evans, Catherine A.; Snyder, Daniel A.; US2012/122838; (2012); A1;,
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