Tag: M.W:200-300

Product Details of 276684-04-9. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-(3,4-Dichlorophenyl)-1H-pyrazole-3-carboxylic acid, is researched, Molecular C10H6Cl2N2O2, CAS is 276684-04-9, about Utility of β-(3,4-dichlorobenzoyl)-α-(phenylthio)propionic acid in heterocyclic synthesis. Author is Mahmoud, M. R.; Soliman, E. A.; Ibrahim, G. A.; Rabie, A. M..

β-(3,4-Dichlorobenzoyl)-α-(phenylthio)propionic acid (I) was prepared via the treatment of β-(3,4-dichlorobenzoyl)acrylic acid (II) with thiophenol in dry benzene. The reactivity of I and II with different nucleophilic reagents was investigated; the mass spectra of some products are discussed.

I hope my short article helps more people learn about this compound(5-(3,4-Dichlorophenyl)-1H-pyrazole-3-carboxylic acid)Product Details of 276684-04-9. Apart from the compound(276684-04-9), you can read my other articles to know other related compounds.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 276684-04-9, is researched, Molecular C10H6Cl2N2O2, about Synthesis and anticancer activity of heteroaromatic linked 4β-amido podophyllotoxins as apoptotic inducing agents, the main research direction is amidopodophyllotoxin heteroaromatic linked preparation anticancer activity apoptosis.Formula: C10H6Cl2N2O2.

A series of different heteroaromatic linked 4β-amidopodophyllotoxin conjugates were synthesized and evaluated for anticancer activity against five human cancer cell lines. Among the series, one of the compound I showed significant antiproliferative activity in A549 (lung cancer) cell line. Flow cytometric anal. showed that I arrested the cell cycle in the G2/M phase leading to caspase-3 dependent apoptotic cell death. Further, Hoechst 33258 staining and DNA fragmentation assay also suggests that I induces cell death by apoptosis.

I hope my short article helps more people learn about this compound(5-(3,4-Dichlorophenyl)-1H-pyrazole-3-carboxylic acid)Formula: C10H6Cl2N2O2. Apart from the compound(276684-04-9), you can read my other articles to know other related compounds.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Name: 5-Chloro-4-iodopyridin-2-amine. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-Chloro-4-iodopyridin-2-amine, is researched, Molecular C5H4ClIN2, CAS is 1260667-65-9, about Discovery of AZD4573, a Potent and Selective Inhibitor of CDK9 That Enables Short Duration of Target Engagement for the Treatment of Hematological Malignancies. Author is Barlaam, Bernard; Casella, Robert; Cidado, Justin; Cook, Calum; De Savi, Chris; Dishington, Allan; Donald, Craig S.; Drew, Lisa; Ferguson, Andrew D.; Ferguson, Douglas; Glossop, Steve; Grebe, Tyler; Gu, Chungang; Hande, Sudhir; Hawkins, Janet; Hird, Alexander W.; Holmes, Jane; Horstick, James; Jiang, Yun; Lamb, Michelle L.; McGuire, Thomas M.; Moore, Jane E.; O’Connell, Nichole; Pike, Andy; Pike, Kurt G.; Proia, Theresa; Roberts, Bryan; San Martin, Maryann; Sarkar, Ujjal; Shao, Wenlin; Stead, Darren; Sumner, Neil; Thakur, Kumar; Vasbinder, Melissa M.; Varnes, Jeffrey G.; Wang, Jianyan; Wang, Lei; Wu, Dedong; Wu, Liangwei; Yang, Bin; Yao, Tieguang.

A CDK9 inhibitor having short target engagement would enable a reduction of Mcl-1 activity, resulting in apoptosis in cancer cells dependent on Mcl-1 for survival. We report the optimization of a series of amidopyridines (from compound 2), focusing on properties suitable for achieving short target engagement after i.v. administration. By increasing potency and human metabolic clearance, we identified compound 24, a potent and selective CDK9 inhibitor with suitable predicted human pharmacokinetic properties to deliver transient inhibition of CDK9. Furthermore, the solubility of 24 was considered adequate to allow i.v. formulation at the anticipated ED. Short-term treatment with compound 24 led to a rapid dose- and time-dependent decrease of pSer2-RNAP2 and Mcl-1, resulting in cell apoptosis in multiple hematol. cancer cell lines. Intermittent dosing of compound 24 demonstrated efficacy in xenograft models derived from multiple hematol. tumors. Compound 24 is currently in clin. trials for the treatment of hematol. malignancies.

From this literature《Discovery of AZD4573, a Potent and Selective Inhibitor of CDK9 That Enables Short Duration of Target Engagement for the Treatment of Hematological Malignancies》,we know some information about this compound(1260667-65-9)Name: 5-Chloro-4-iodopyridin-2-amine, but this is not all information, there are many literatures related to this compound(1260667-65-9).

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 17326-27-1, Adding some certain compound to certain chemical reactions, such as: 17326-27-1, name is 2-Chloro-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde,molecular formula is C10H7ClN2O2, 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 17326-27-1.

To a stirred solution of G2 (1.0 mmol) in THF (2.0 mL) was added Et3N (2.0 mmol). The mixture was cooled to 0C. After 5 min, an amine (1.0 mmol) was added dropwise and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with CH2C12 (10 mL) and washed with brine (10 mL). The organic layer was dried over anhydrous MgS04 and concentrated in vacuo. The crude product was purified by flash column chromatography to give G3.; 9-Methyl-4-oxo-2-(phenylamino)-4H-pyrido[l ,2-a1pyrimidine-3-carbaldehyde (132)NMR (400 MHz, CDC13) delta 2.44 (s, 3H), 6.89 (t, J- 6.8 Hz, 1H), 7.11 (t, J= 7.2 Hz, 1H), 7.34 (t, J= 7.6 Hz, 2H), 7.62 (d, J= 6.4 Hz, 1H), 7.76 (d, J= 8.0 Hz, 2H), 8.80 (d, J= 6.8 Hz, 1H), 10.27 (s, 1H), 1 1.67 (brs, 1H); 13C NMR (100 MHz, CDC13) delta 18.1 , 94.6, 1 13.6, 121.8, 124.2, 125.9, 128.7, 133.6, 138.1, 138.9, 152.5, 153.8, 160.2, 190.2.

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. 17326-27-1, 2-Chloro-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INSTITUT PASTEUR KOREA; INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM) (EPST); NO, Zaesung; KIM, Jaeseung; BRODIN, Priscille; SEO, Min Jung; PARK, Eunjung; CECHETTO, Jonathan; JEON, Heekyoung; GENOVESIO, Auguste; LEE, Saeyeon; KANG, Sunhee; EWANN, Fanny, Anne; NAM, Ji, Youn; FENISTEIN, Denis, Philippe, Cedric; CHRISTOPHE, Thierry; CONTRERAS DOMINGUEZ, Monica; KIM, EunHye; HEO, Jamung; WO2011/85990; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 60186-89-2, 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 60186-89-2 as follows.

To a suspension of 4-bromo-2,6-dimethoxypyrimidine (Intermediate A) (10.3 g, 46.8 mmol) and sodium hydrogen carbonate (NaHCCh) (5.51 g, 65.6 mmol) in MeOH/H20 (1 : 1, 120 mL) at room temperature was added bromine (4.34 mL, 84.2 mmol). The reaction mixture was stirred at room temperature for 1.5 hours. The mixture was diluted with dichloromethane (DCM) (100 mL) and the layers were separated. The aqueous phase was extracted with DCM (2 x 30 mL). The organic extracts were combined, filtered through a phase separator cartridge and concentrated in vacuo. The crude product was purified by chromatography on silica gel (220 g, 0-10% EtOAc in isohexane, gradient elution) to afford the title compound 4,5-dibromo-2,6-dimethoxypyrimidine (8.48 g, 60%) as a pale orange solid. Analytical data: Rl 2.24 min (Method 1); m/z 297/299/301 (M+H)+ (ES+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60186-89-2, its application will become more common.

Reference:
Patent; CORCEPT THERAPEUTICS INCORPORATED; HUNT, Hazel; CREPIN, Damien Francis Philippe; HILL-COUSINS, Joseph Thomas; BAKER, Thomas Matthew; DUFFY, Lorna; (0 pag.)WO2019/236487; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 163263-91-0, 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 163263-91-0 as follows.

To a solution of 2,4-dichloro-6-(4-methoxyphenyl)pyrimidine (1.01 g, 3.96 mmol) and (+/-)-trans-methyl 3 -aminobicyclo[2 .2. 2]octane-2-carboxylate (871 mg, 4.75 mmol) in N,N-dimethylformamide (20 mL) was added potassium carbonate (0.81 g, 5.88mmol). The mixture was stirred at rt overnight. To the reaction mixture was added water (70 mL), and the mixture was extracted with EtOAc (100 mL x 3). The combined organic layers were washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo to dry.The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 20/1) to give the title compound as a white solid (1.01 g, 64%).MS-ESI: (ESI, pos.ion) m/z: 402.2 [M+Hfb;?H NIVIR (400 IVIFIz, CDC13) (ppm): 7.98 (d, J = 8.7 Hz, 2H), 6.98 (d, J = 8.9 Hz, 2H), 6.72 (s, 1H), 5.46 (d, J= 6.3 Hz, 1H), 4.32 (s, 1H), 3.88 (s, 4H), 3.74 (s, 3H), 2.39 (d, J= 5.1 Hz, 1H),2.08 (s, 1H), 1.90-1.84 (m, 1H), 1.78-1.56 (m, 8H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,163263-91-0, its application will become more common.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (264 pag.)WO2018/33082; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 890094-38-9, 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine, 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, Product Details of 890094-38-9, blongs to pyrimidines compound. Product Details of 890094-38-9

4-amino-3-methoxy-N-(4-methylpiperazin-1-yl)benzamide(5.3g) was added to a solution of Compound 2-3(4.3g) in n-butanol(150ml). The mixture was reacted at 90C for 4.5 hours, cooled to room temperature, filtered, washed and dried to obtain a yellow solid(6.8g) in a yield of 77.1%. 1H NMR(400 MHz, DMSO-d6): delta 9.13(s, 1H), 8.38(d, J=6.8Hz, 1H), 7.93(m, 1H), 7.63(d, J=8.0Hz, 1H), 7.46(m, 1H), 7.08(m, 1H), 7.01(m, 1H), 4.31(m, 1H), 3.86(s, 3H), 3.55(br,4H), 2.52(br, 4H), 2.32(s, 3H), 1.24(d, J=6.4Hz, 6H)ppm.

The synthetic route of 890094-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 163263-91-0 , The common heterocyclic compound, 163263-91-0, name is 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine, molecular formula is C11H8Cl2N2O, 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 solution of 2,4-dichloro-6-(4-methoxyphenyl)pyrimidine (1.01 g, 3.92 mmol) and (+/-)-trans-methyl 3-aminobicyclo[2.2.2]octane-2-carboxylate (1.02 g, 5.88 mmol) in DMF (20 mL) was added potassium carbonate (0.81 g, 5.88 mmol), and the mixture was stirred at 50 C overnight. To the reaction mixture was added water (70 mL), and the resulting mixture was extracted with ethyl acetate (100 mL x 3). The combined organic layers were washed with saturated brine (150 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to dry and the residue was purified by silica gel column chromatography (n-hexane/EtOAc (v/v) = 20/1-5/1) to give the title compound as a white solid (1.01 g, 64%).MS (ESI, pos. ion) m/z: 402.2 [M+H]?H NIVIR (400 MHz, CDC13) (ppm): 7.98 (d, J= 8.7 Hz, 2H), 6.98 (d, J= 8.9 Hz, 2H), 6.72 (s, 1H), 5.46 (d, J= 6.3 Hz, 1H), 4.32 (s, 1H), 3.88 (s, 4H), 3.74 (s, 3H), 2.39 (d, J= 5.1 Hz, 1H),2.08 (s, 1H), 1.90 – 1.84 (m, 1H), 1.78 – 1.71 (m, 2H), 1.70 – 1.63 (m, 4H), 1.58 (d, J= 10.2 Hz, 2H).

The synthetic route of 163263-91-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (215 pag.)WO2018/127096; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 54368-61-5, Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate, 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, 54368-61-5, blongs to pyrimidines compound. Recommanded Product: Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate

The product from step 2 (2.64 g) was HYDROGENATED at room temperature at a pressure of 3.75 bar hydrogen gas for 5 hours, in dioxane (180 ml) and in the presence of magnesium oxide (1.96 g) and 5% palladium on carbon (2.44 g). The reaction mixture was filtered through celite, washed with dioxane, ethyl acetate, and methanol. The solvents were combined and evaporated and the reaction mixture was purified by column chromatography on silica gel (40-60) eluting with ethyl acetate to give 5-amino-2-chloro-pyrimidine-4- carboxylic acid ethyl ester as a yellow solid (1. 38 g). IH NMR (CDCL3) 8 ppm : 1.45 (t, 3H), 4.5 (q, 2H), 5.75 (bs, 2H), 8.3 (s, LH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54368-61-5, its application will become more common.

Reference:
Patent; SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG; WO2004/56826; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 959236-97-6, 4-Bromo-2-(methylthio)pyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

A suspension of 4-bromo-2-(methylthio)pyrimidine (9 A, 1.18g, 7.35 mmol) , potassium carbonate (37ml, 0.4 M in water), o-tolylboronic acid (1 g, 7.35 mmol) andtetrakis(triphenylphosphine)palladium(0) (425 mg, 0.37 mmol) in DME (40 ml) was degassed for 20 minutes. It was then heated at reflux for 2 hours. The reaction mixture was cooled and filtered through celite. The filtrate was extracted with EtOAc (2 x 30 ml). The organic layer was dried with Na2S04, filtered and concentrated. The crude product was purified by flash column (Rf: 0.3 10%EtOAc/Hexanes). The yield was 98%. MS (m/z) 217 [M+H]+

The synthetic route of 959236-97-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; BONDY, Steven S.; CANNIZZARO, Carina E.; CHOU, Chien-hung; HALCOMB, Randall L.; HU, Yunfeng Eric; LINK, John O.; LIU, Qi; SCHROEDER, Scott D.; TSE, Winston C.; ZHANG, Jennifer R.; WO2013/6738; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia