26 Sep 2021 News What Kind of Chemistry Facts Are We Going to Learn About Cinnolin-4(1H)-one

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Intermediate 2: Preparation of 3-Bromo-l,4-dihydro-4-cinnolinone:Bromine (0.8 ml) in acetic acid (10 ml) was added to a mixture of cinnolin-4- one (1.5 g, 10.27 mmol), sodium acetate (1.51 g, 18.49 mmol) and acetic acid (15 ml) maintained at 100 0C and stirred at that temperature for Ih. The mixture was concentrated under reduced pressure to half the initial volume and poured into water. The precipitated solid was filtered, washed with water and dried under reduced pressure. Yield: 64%. 1H-NMR (delta ppm, CDCl3, 300 MHz): 13.87 (br. s, IH); 8.06 (d, J = 7.8, IH); 7.84-7.80 (m, IH); 7.61 (d, J = 8.7, IH); 7.49 (t, J = 7.8, IH).

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Reference:
Patent; GLENMARK PHARMACEUTICALS, S.A.; WO2009/53799; (2009); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Sep 2021 News Chemical Properties and Facts of 3-Bromocinnoline

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Chemical engineers ensure the efficiency and safety of chemical processes, adapt the chemical make-up of products to meet environmental or economic needs, and apply new technologies to improve existing processes. Introduce a common compound, CAS is 78593-33-6, Name is 3-Bromocinnoline, belongs to cinnoline compound. 78593-33-6

(a) 3-(4-Hydroxybenzenesulphonyl)cinnoline A mixture of 2.1 g (0.01 mol) of 3-bromocinnoline, 6.6 g (0.02 mol) of sodium 4-tosyloxybenzenesulphinate and 50 ml of dimethylsulphoxide was stirred and heated at 120 C. for 24 hours. The mixture was poured into water and extracted with dichloroethane. The dichloroethane solution was washed with water, dried on anhydrous sodium sulphate and filtered. The solvent was then evaporated with a rotatory evaporator to provide 2.5 g of an oily residue. The desired product was then isolated by chromatography on a silica column using dichlorethane/methanol 98/2. In this manner, 0.45 g of 3-(4-hydroxybenzenesulphonyl)cinnoline was obtained. Yield: 10.2%.

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Reference:
Patent; Sanofi; US5017579; (1991); A;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Sep 2021 News Never Underestimate The Influence Of Cinnolin-4(1H)-one

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To a solution of cinnolin-4(lH)-one in DMF (0.1 M) was added K2CO3 (1.2 eq) and methyl 5-(bromomethyl)-2-fluorobenzoate (prepared as described in US 2007/0021427 Al, 1 eq). The mixture was stirred and heated tolOO 0C for Ih. After cooling to RT the solvent was removed under reduced pressure and the residue was partitioned between DCM and H2O. The organic phase was washed with brine, dried (Na2SO4) and filtered and the solvent was removed under reduced pressure. The product was isolated by flash chromatography on silicagel, using a gradient of DCM/MeOH (from 0% to 10% MeOH in 10 CV). The 2-[4-fiuoro-3- (methoxycarbonyl)benzyl]cinnolin-2-ium-4-olate was eluted after the title compound.MS (ES) Ci8Hi3FN2O3 requires: 312, found: 313 (M+H)+.

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Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/27730; (2009); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Sep 2021 News You Should Know Something about 3-Bromocinnoline

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Modeling chemical reactions helps engineers virtually understand the chemistry, optimal size and design of the system, and how it interacts with other physics that may come into play. Introduce a common compound, CAS is 78593-33-6, Name is 3-Bromocinnoline, belongs to cinnoline compound. 78593-33-6

Using the same procedure as that described above but from 3-bromocinnoline there was obtained 3-(4-methoxyphenylthio)cinnoline Yield: 74.6% M.P.: 108 C. (isopropanol)

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Reference:
Patent; Sanofi; US4994474; (1991); A;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Sep 2021 News The origin of a common compound about 4-Aminocinnoline-3-carboxamide

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 4-Aminocinnoline-3-carboxamide.38024-35-0

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To a suspension of 4-aminocinnoline-3-carboxamide (3.5 g, 18.60 mmol) in DCM (10 ml) was added POCI3 (43.3 ml, 465 mmol) followed by triethylamine (7.78 ml, 55.8 mmol). The mixture was refluxed for 7 h. The reaction was then allowed to cool to 11 and conc, in vacuo. The crude residuewas then carefully treated with saturated aqueous NaHCO3 at 0 C. A precipitate formed which was collected via vacuum filtration. The filter cake washed with water (-i00 ml,), collected, and driedvacuo to provide the title compound as a grey solid 4-aminocinnoiine-3-carbonitriie.

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Reference:
Patent; PI INDUSTRIES LTD.; SAXENA, Rohit; PANMAND, Deepak Shankar; JENA, Lalit Kumar; SRIVASTAVA, Khushboo; RAJU, Jella Rama; MANJUNATHA, Sulur G; SAMANTA, Jatin; GARG, Ruchi; AUTKAR, Santosh Shridhar; VENKATESHA, Hagalavadi M; GADAKH, Ramdas Balu; KLAUSENER, Alexander G. M.; POSCHARNY, Konstantin; (219 pag.)WO2018/116072; (2018); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Sep 2021 News The origin of a common compound about Cinnoline-4-carboxylic acid

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10764] To a stirred solution of N1-cyclopropyl-5-fluo- robenzene-1,2-diamine mt-i (500 mg, 3.01 mmol) in DMF (5 mE) under an inert atmosphere was added cinnoline-4- carboxylic acid (524 mg, 3.01 mmol), HATU (1.71 g, 4.51 mmol) and diisopropylethylamine (1 mE, 6.02 mmol) at 00 C. The reaction mixture was stirred at room temperature for 16 h. Afier consumption of starting material (by TEC), the reaction mixture was diluted with water (20 mE) and extracted with EtOAc (2×20 mE). The combined organic extracts were washed with water (20 mE), dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain N-(2-(cyclopropylamino)-4-fluorophenyl) cinnoline4-carboxamide (500 mg, crude) as brown solid used in the next step without further purification.10765] EC-MS: m/z 322.9 [M+H] at 2.71 RT (38.30% purity).

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Reference:
Patent; Viamet Pharmaceuticals (NC), Inc.; Sparks, Steven; Yates, Christopher M.; Shaver, Sammy R.; Hoekstra, William J.; (156 pag.)US2018/185362; (2018); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Sep 2021 News The Best Chemistry compound: 3-Bromocinnoline

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While the job of a research scientist varies, most chemistry careers in research are based in laboratories, where research is conducted by teams following scientific methods and standards. 78593-33-6. Introduce a common compound, CAS is 78593-33-6, Name is 3-Bromocinnoline, belongs to cinnolinecompound.

Starting material 1-A (11.8 g, 40 mmol), starting material 1-B (16.7 g, 80 mmol), CuI (3.8 g, 20 mmol), potassium carbonate (11.1 g, 80 mmol), and 1-methyl-1H-imidazole (3.3 g, 40 mmol) were added to 250 ml of toluene, and then, the mixture was refluxed while stirring under a nitrogen atmosphere for 7 days. Then, the reaction mixture was cooled to room temperature, 300 ml of water was added to isolate the organic layer, and the water layer was extracted twice with 250 ml of dichloromethane. The extracted organic layer was stirred with MgSO4 to remove water therefrom, and the organic layer was filtered and evaporated under reduced pressure. The resulting solid was subjected to column chromatography using, as an eluent, dichloromethane and normal hexane to obtain 5.6 g of Intermediate 1-C at the yield of 33%. MS (MALDI-TOF) m/z: 424 [M]+

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Reference:
Patent; SAMSUNG DISPLAY CO., LTD.; Kim, Myeongsuk; Ye, Jimyoung; Yoo, Byeongwook; Cho, Illhun; Kang, Sunwoo; Kim, Sunjae; Jeong, Jaeho; (112 pag.)US2020/99001; (2020); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Sep 2021 News Chemistry Milestones Of 3-Bromocinnoline

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Researchers are common within chemical engineering and are often tasked with creating and developing new chemical techniques, frequently combining other advanced and emerging scientific areas. 78593-33-6. Introduce a common compound, CAS is 78593-33-6, Name is 3-Bromocinnoline, belongs to cinnolinecompound.

Using the same procedure as that described above but from 3-bromocinnoline there was obtained 3-(4-methoxyphenylthio)cinnoline Yield: 74.6%. M.P.: 108 C. (isopropanol).

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Reference:
Patent; Sanofi; US5017579; (1991); A;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Sep 2021 News The Best Chemistry compound: Cinnolin-4-ol

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875-66-1, To a suspension of NaH (60% in mineral oil, 0.099 g, 2.46 mmol) in DMF (5 mL) was added cinnolin-4-ol (prepared from 2-aminoacetophenone according to the procedures described in U. S. Patent No. 4,620, 000), 0. 300 g, 2.05 mmol) in DMF (2 mL) dropwise. The reaction mixture was warmed at 40 C and stirred for 30 minutes. After cooling, N-phenyltrifluoromethanesulfonimide (0.880 g, 2.46 mmol) in DMF (2 mL) was added, and the reaction mixture was stirred at room temperature for 1 hour. 1-Boc piperazine (0.765 g, 4.11 mmol) was added to the mixture. The reaction was stirred at 80 C for 4 hours. After cooling, the mixture was partitioned between EtOAc and water. The aqueous phase was extracted with EtOAc. The combined organic layers were washed with water, brine, dried and concentrated. The residue was purified by column chromatography (1: 1 to 1: 3 hexanes/EtOAc) to give 4- Cinnolin-4-yl-piperazine-l-carboxylic acid tert-butyl ester (0.246 g, 38%) as a yellow oil. 1H NMR (CDC13, 400 MHz) 8 8. 91 (s, 1H), 8. 47 (d, J= 8.4 Hz, 1H), 7.97 (d, J= 8. 4 Hz, 1H), 7.80 (t, J= 7.2 Hz, 1H), 7.69 (t, J= 7.2 Hz, 1H), 3.74 (m, 4H), 3. 34 (m, 4H), 1.51 (s, 9H). LCMS (APCI+) tnlz 315 [M+H]’ ; Rt = 2.14 minutes.

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Reference:
Patent; ARRAY BIOPHARMA INC.; WO2005/51304; (2005); A2;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

23 Sep 2021 News Decrypt The Mystery Of Cinnolin-4(1H)-one

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Having gained chemical understanding at molecular level, chemistry graduates may choose to apply this knowledge in almost unlimited ways, as it can be used to analyze all matter and therefore our entire environment. 18514-84-6. Introduce a common compound, CAS is 18514-84-6, Name is Cinnolin-4(1H)-one, belongs to cinnolinecompound.

Intermediate 2: Preparation of 3-Bromo-l,4-dihydro-4-cinnolinone:Bromine (0.8 ml) in acetic acid (10 ml) was added to a mixture of cinnolin-4- one (1.5 g, 10.27 mmol), sodium acetate (1.51 g, 18.49 mmol) and acetic acid (15 ml) maintained at 100 0C and stirred at that temperature for Ih. The mixture was concentrated under reduced pressure to half the initial volume and poured into water. The precipitated solid was filtered, washed with water and dried under reduced pressure. Yield: 64%. 1H-NMR (delta ppm, CDCl3, 300 MHz): 13.87 (br. s, IH); 8.06 (d, J = 7.8, IH); 7.84-7.80 (m, IH); 7.61 (d, J = 8.7, IH); 7.49 (t, J = 7.8, IH)., 18514-84-6

Interested yet? This just the tip of the iceberg, You can reading other blog about 18514-84-6. 18514-84-6

Reference:
Patent; GLENMARK PHARMACEUTICALS, S.A.; WO2009/53799; (2009); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics