Pyrimidines

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. 32779-38-7, name is 2-Chloro-5-iodopyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C4H2ClIN2

a) 5-chloro-N-(3-((2-chloropyrimidin-5-yl)ethynyl)-2,4-difluorophenyl)-2-methylpyridine-3-sulfonamide A mixture of 2-chloro-5-iodopyrimidine (225 mg), 5-chloro-N-(3-ethynyl-2,4-difluorophenyl)-2-methylpyridine-3-sulfonamide (265 mg), dichlorobis(tricyclohexylphosphine)palladium(II) (58 mg), copper(I) iodide (30 mg), DIPEA (2.1 mL) and DMSO (2.1 mL) was stirred under microwave irradiation at 60 C. for 1 hr. The reaction mixture was diluted with ethyl acetate and water, and an insoluble material was removed by filtration. The filtrate was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated to give a residue. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (307 mg). 1H NMR (300 MHz, DMSO-d) delta 2.77 (3H, s), 7.23 (1H, td, J=8.9, 1.4 Hz), 7.41 (1H, td, J=9.0, 6.0 Hz), 8.06 (1H, d, J=2.2 Hz), 8.75 (1H, d, J=2.4 Hz), 9.02 (2H, s), 10.91 (1H, brs).

The synthetic route of 32779-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 29274-22-4, Pyrazolo[1,5-a]pyrimidin-5-ol, 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: 29274-22-4, blongs to pyrimidines compound. Recommanded Product: 29274-22-4

General Procedure 45-(3-Aryl/heteroaryl-prop-2-ynyloxy)-pyrazolo[1,5-a]pyrimidines (54); [00154] A mixture of 4H-Pyrazolo[1 ,5-a]pyrimidin-5-one (0.203 g, 1.5 mmol), 3- aryl/heteroaryl-prop-2-yn-1-ol (1.5 equivalents), P(Ph)3 (2 equivalents) in anhydrous THF was stirred at room temperature for 15 min. Then 2 equivalents of diisopropyl azodicarboxylate (DIAD) was added dropwise and the mixture was stirred at room temperature for 2 h. Control by TLC (eluent: EA/hexane 1 :1 ). After evaporation of solvent the crude residue was purified by column chromatography (eluent: hexane/ethylacetate 1 :1) to give the final compounds.; Example 139 5-(3-Pyridin-2-yl-prop-2-ynyloxy)-pyrazolo[1,5-a]pyrimidine[00315] According to General Procedure 4, 4H-pyrazolo[1 ,5-a]pyrimidin-5-one is reacted with 3-pyridin-2-yl-prop-2-yn-1-ol to provide the title compound in moderate yield. LC/MS: (M+H) = 251

The synthetic route of 29274-22-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGaA; HENRICH, Markus; WEIL, Tanja; NAGEL, Jens; GRAVIUS, Andreas; MUeLLER, Sibylle; KAUSS, Valerjans; ZEMRIBO, Ronalds; FOTINS, Juris; WO2010/63487; (2010); A1;,
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Synthetic Route of 1234616-70-6, 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.1234616-70-6, name is 6-Bromo-2,4-dichloropyrido[2,3-d]pyrimidine, molecular formula is C7H2BrCl2N3, molecular weight is 278.92, as common compound, the synthetic route is as follows.

General procedure: To an argon degassed solution of 6-halogeno-2,4-dichloropyrido[2,3-d]pyrimidine 6 or 7 (0.5 mmol) in toluene (6mL) the desired (Het)aryl boronic acid was added then (1.5 equiv)potassium carbonate and (0.05 equiv) Pd(PPh3)4 were also added.The reaction was stirred at 110C for the desired time. After completion of the reaction, 10 mL of water was added, and then extracted with dichloromethane (3 10 mL), the organic layers were combined and dried using magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained material was purified on silica gel by column chromatography (CH2Cl2/PE: 90/10)to afford compounds 8-12. 2,4-Dichloro-6-(4-methoxyphenyl)pyrido[2,3-d]pyrimidine (8) (C14H9Cl2N3O): Compound 8 was obtained from 2,4,6-trichloropyrido[2,3-d]pyrimidine 6 using 4-methoxyphenyl boronic acid (1.05 equiv), as a white solid in 83%yield.

Statistics shows that 1234616-70-6 is playing an increasingly important role. we look forward to future research findings about 6-Bromo-2,4-dichloropyrido[2,3-d]pyrimidine.

Reference:
Article; Riadi, Yassine; Lazar, Said; Guillaumet, Gerald; Comptes Rendus Chimie; vol. 22; 4; (2019); p. 294 – 298;,
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Application of 4983-28-2, 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 4983-28-2 as follows.

To a stirred solution of tert-butyl 4-hydroxypiperidine-1-carboxylate ( 2.5 g, 12.60 mmol) in THF (30 mL), 2-chloropyrimidin-5-ol (1.5 g, 11.4 mmol), TPP (7.4 g, 22.9 mmol) followed by di-tert- butyl azocarboxylate (DTAD, 5.2 g, 22.9 mmol) were added and the reaction mixture was stirred at RT overnight. Completion of the reaction was monitored by TLC. The reaction mixture was diluted with water and the aqueous layer was extracted with EtOAc (2 x 25 mL). The combined organic layer was washed with water (5 mL), brine solution (5 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. The resulting crude material was purified by flash chromatography (Biotage Isolera, eluent: 50percent EtOAc in hexane) to afford the title compound. Yield: 48percent (1.8 g, yellow solid). LCMS: (Method A) 258.2 (M-f-butyl), Rt. 4.5 min, 96.8percent (Max).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4983-28-2, its application will become more common.

Reference:
Patent; ASCENEURON S.A.; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (134 pag.)WO2019/37860; (2019); A1;,
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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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, the common compound, a new synthetic route is introduced below. category: pyrimidines

9.2: 2,4-Dichloropyrimidine-5-carboxylic Acid Ethyl Ester; In a 250 ml round-bottomed flask, under a nitrogen atmosphere, 13.5 g (64.0 mmol) of above compound are dissolved in 100 ml of anhydrous THF. 15 ml of absolute ethanol are added and the mixture is stirred for 10 min at ambient temperature. The mixture is diluted with a saturated aqueous solution of K2CO3 (100 ml) and extracted with ethyl acetate (4×100 ml). The organic phases are combined and then washed with 150 ml of a saturated aqueous solution of NaCl. After separation, the organic phase is dried over MgSO4 and filtered, and the solvent is evaporated off under reduced pressure, so as to obtain 14.0 g (63.3 mmol) of compound in the form of an orange oil. Yield=99%. 1H NMR DMSO d6 (300 MHz): 1.34 (t, J=7.1 Hz, 3H); 4.37 (q, J=7.1 Hz, 2H); 9.16 (s, 1H).

The synthetic route of 2972-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2011/251194; (2011); A1;,
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Synthetic Route of 91717-22-5, Adding some certain compound to certain chemical reactions, such as: 91717-22-5, name is 2-Amino-4-piperidino-6-methylpyrimidine,molecular formula is C10H16N4, 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 91717-22-5.

General procedure: Briefly, 4-methyl-6-(piperidin-1-yl)pyrimidin-2-amine 1 (0.30 mmol), benzaldehyde 2a (0.30 mmol), 10 equiv of dimethyl malonate 3a (3 mmol), and chiral catalyst Q4(10 mol%) were added to capped vials at 60C and stirred for 36 h. After completion of the reaction, as observed by TLC, the mixture was directly purified by column chromatography on silica gel (EtOAc/hexane=8:1), affording the product (R)-4a. However, the product (S)-4a was obtained using the Q5 catalyst. Enantiomeric excess of the product was determined by HPLC analysis using a Chiralpak IA column.

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. 91717-22-5, 2-Amino-4-piperidino-6-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Zhao, Kunhong; Wu, Qin; Synlett; vol. 29; 14; (2018); p. 1921 – 1925;,
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Related Products of 6299-25-8 ,Some common heterocyclic compound, 6299-25-8, molecular formula is C5H4Cl2N2S, 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 4,6-dichloro-2-(methylsulfanyl)pyrimidine (1-180) (20.0 g, 102.53 mmol) and oxone (189.0 g, 308 mmol) in THF (450 mL) and H20 (150 mL) was stirred at room temperature for 16 hr. TLC (Petroluem ether : EtOAc = 1 : 1) showed the starting material had been consumed. The reaction mixture was filtered and washed with THF (100 mL). The combined filtrate was concentrated, dissolved in EtOAc (500 mL) and washed with H20 (2 x 300 mL) and brine (300 mL). The organic layer was dried over Na2S04 and concentrated. The residue was purified by silica gel chromatography (petroleum ether : EtOAc = 10 : 1 to pure EtOAc) to give 4,6-dichloro- 2-(methylsulfonyl)pyrimidine (1-174) (20 g, 86 %) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6299-25-8, its application will become more common.

Reference:
Patent; PFIZER INC.; JOHNSON, Ted William; RICHARDSON, Paul Francis; COLLINS, Michael Raymond; RICHTER, Daniel Tyler; BURKE, Benjamin Joseph; GAJIWALA, Ketan; NINKOVIC, Sacha; LINTON, Maria Angelica; LE, Phuong Thi Quy; HOFFMAN, Jacqui Elizabeth; (335 pag.)WO2016/97918; (2016); A1;,
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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. 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

To a solution of 4-chloro-7H-pyrrolo[2,3-Patent; MERCK SHARP & DOHME CORP.; AHEARN, Sean, P.; CHRISTOPHER, Matthew; JUNG, Joon; PU, Qinglin; RIVKIN, Alexey; SCOTT, Mark, E.; WITTER, David, J.; WOO, Hyun Chong; CASH, Brandon; DINSMORE, Christopher; GUERIN, David; WO2013/85802; (2013); A1;,
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Application of 14394-70-8 ,Some common heterocyclic compound, 14394-70-8, molecular formula is C5H6ClN3, 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.

[0460] A mixture of 3-bromopyridine (379 mg, 2.4 mmol), 4-amino-2-chloro-5- methylpyrimidine (287 mg, 2.0 mmol), Pd2(dba)3 (18 mg, 0.02 mmol), xantphos (23 mg, 0.04 mmol) and cesium carbonate (975 mg, 3.0 mmol) in dioxane ( 15 mL) was heated under refluxed for 1 h under argon. The solvent was removed and the residue on purification by HPLC gave an intermediate, 2-cliloro-5-methyl-iV-(rhoyridin-3-yl)pyrimidin-4-amine as yellow solid (252 mg, 57%). For second Buckwald, a mixture of 2-chloro-5-methyl-iV-(pyridin-3- yl)rhoyrimidin-4-amine (80 mg5 0.36 mmol), 4-(2-(pyrrolidin-l-yl)ethoxy)benzenamine (74 mg, 0.34 mmol), Pd2(dba)3 (3.2 mg, 0.003 mmol), xantphos (4.2 mg, 0.007 mmol) and cesium carbonate (234 mg, 0.72 mmol) in dioxane ( 5 mL) was heated under refluxed for 1 h under argon. The crude reaction mixture on purification using HPLC gave the title compound as light brown solid (28 mg, 20%).[0461] 1H NMR (500 MHz, DMSOd6): 8 1.85-1.95 (m, 2H), 2.0-2.09 (m, 2H)3 2.18 (s, 3H), 3.09-3.18 (m, 2H), 3.55-3.65 (m, 4H), 4.27 (dd, J= 5.2, 4.7 Hz, 2H), 6.94 (d, J= 8.9 Hz, 2H), 7.35 (d, J= 8.9 Hz, 2H), 7.50 (dd, J= 8.2, 4.8 Hz, lH),7.92-7.96 (m, IH), 8.08-8.15 (m, IH), 8.45 (dd, J= 4.8, 1.4, IH), 8.84, 9.75, 9.85, 10.24 (4 br s, IH each). MS (ES+): m/z 329 (M+H)+.

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. 14394-70-8, 2-Chloro-5-methylpyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); 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. 16357-69-0, name is 4-Aminopyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H4N4

Compound 1e (1 mmol, 120 mg), [HDBN+][TFE-] (6 mmol, 1.35 g)was added to a 10 ml round-bottomed flask.in CO2 Under the environment, heating to 90 C for 48 hours, stop the reaction, until the temperature cools to room temperature, add saturated NH4Aqueous Cl solution to adjust the pH to neutral, respectively 20ml CH2Cl2Extract three times and collect CH2Cl2The solution was dried over anhydrous sodium sulfate, filtered, and the solution was evaporated under reduced pressure. The solid was isolated by silica gel column chromatography (eluent CH2Cl2_CH3OH=15:1) 131 mg of white solid compound 2e was obtained with a yield of 80%.

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, 16357-69-0, 4-Aminopyrimidine-5-carbonitrile.

Reference:
Patent; Guizhou Medical University; Li Chun; Zhang Lin; Yang Yuanyong; (11 pag.)CN107698587; (2018); A;,
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