Heterocyclic Building Blocks-Pyridazine

54709-94-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54709-94-3,5-Methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

Step 7B: 6-Oxo-1,6-dihydropyridazine-4-carboxylic Acid To a stirred solution of the subtitle compound of Step 7A (4.4 g, 40 mmol) in concentrated sulphuric acid (80 mL), potassium dichromate (18 g, 61 mmol) was added in small quantities at 50-60 C. as a finely ground powder. The starting material was added to the mixture within 20 min. Stirring was continued for a further 10 min at 60 C., then the viscous green mixture was poured on crushed ice. The solid powder, which separated, was collected, washed with cold water and dried to give the subtitle compound (4.5 g, 77%).1H NMR (400 MHz, (CD3)2SO): delta 7.22 (s, 3H), 8.13 (s, 1H), 13.38 (s, broad, 1H).

As the paragraph descriping shows that 54709-94-3 is playing an increasingly important role.

Reference£º
Patent; AstraZeneca AB; US2009/111822; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.

To a 0.5 – 2.0 mL microwave vial charged with (S)-5,5-dimethyl-4- phenyl-3-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)oxazolidin-2-one (Intermediate J) (0.240 g, 0.610 mmol) and 3,5-dichloropyridazine (commercially available from ACES Pharma, Princeton, NJ) (0.100 g, 0.671 mmol) were added dioxane (1.220 mL), and 2 M Na2C03 (1.220 mL). Nitrogen was bubbled through the resulting suspension and then Pd(PPh3)4 (0.071 g, 0.061 mmol) was added. The resulting mixture was irradiated at 100C for 30 minutes. LC-MS indicated the formation of product as a major species (two close peaks with product mass, likely isomers) along with other impurities with consumption of starting material. The dark suspension was diluted with water, transferred to a separatory funnel, and extracted with EtOAc (2x). The combined organic layers were dried with Na2S04, filtered, and dried under reduced pressure. The residual material was purified with a 40 g HP 15 muiotaeta spherical silica column (Interchim) ramping EtOAc in heptane from 0 – 100% leading to isolation of product (primarily one isomer) as the major species with 10- 15% impurity. (S)-3-(4-(5-Chloropyridazin-3-yl)phenyl)-5,5-dimethyl-4-phenyloxazolidin- 2-one (0.058 g, 0.153 mmol, 25.02 % yield) was obtained as a white solid. Note: the regiochemistry of the product was not confirmed, but it was assumed that the major product would result from the more reactive chloride), m/z (ESI) 380.1 (M+H)+., 1837-55-4

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John, L.; CHAKKA, Nagasree; DIMAURO, Erin; GUNAYDIN, Hakan; GUZMAN PEREZ, Angel; HUA, Zihao; HUANG, Hongbing; HUANG, Xin; MARTIN, Matthew, W.; PATEL, Vinod; WO2013/134079; (2013); A1;,
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89284-10-6,89284-10-6, 3,6-Dibromo-4-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

NBS (2.16 g, 12 mmol) and compound 29-1 (2.5 g, 10 mmol) were dissolved in CCl4(20 mL) and dibenzoylperoxide (0.24 g, 1.0 mmol) was slowly added dropwise at 0 C.After the addition was completed, the mixture was stirred at room temperature for 15minutes and refluxed for 7.0 hours. After the reaction is complete, CCl is removed 4Theresidue was dissolved in EtOAc (100 mL), washed with water (50 mL x 3) and brine, driedover anhydrous sodium sulfate and concentrated to give 3.2 g of crude product, which wasused directly in the next reaction.

89284-10-6 3,6-Dibromo-4-methylpyridazine 415589, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Zhang Yingjun; Zhang Jiancun; Xie Hongming; Ren Qingyun; Hu Bolin; Wu Xiwei; Fu Changping; Li Shifeng; Wang Chaohe; Li Jing; (183 pag.)CN103880823; (2017); B;,
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6082-66-2, 3,4,6-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of substituted phenol (5 mmol) in dimethyl formamide (20 mL) was added 60% sodium hydride (5 mmol) under ice-water bath. After further stirring for 30 min, 3,4,6-trichloropyridazine (6, 5 mmol) was added and reacted at room temperature for 1-24 h. The reaction solution was poured into cold water, then the formed solid was filtered, washed with water and dried to give intermediate 7, which didn?t need any further purification. Intermediate 7 (5 mmol) with substituted aniline (5 mmol) and a few drops of 12 M hydrochloric acid was added and boiled with 50 ml ethanol for 12-48 h under reflux. The reaction solution was poured into cold water, then alkalized to pH 8 with 4 M NaOH solution. Then the solid was filtered, washed with water, dried and recrystallized from DMF/H2O to obtain pyridazine derivatives 8a-l. (0017) Pyridazine derivatives (2 mmol) was boiled with 10 mL acetic acid under reflux overnight. The reaction solution was poured into cold water, then alkalized to pH 8 with 4 M NaOH solution. Then the solid was filtered, washed with water, dried and recrystallized from DMF/H2O to obtain pyridazinone derivatives 9a-l. To a mixture of 9e (2 mmol) in DMF (10 mL) was added absolute potassium carbonate (4 mmol) followed by iodomethane (2 mmol). The solution was refluxed overnight, then poured into cold water, filtered, washed with water, dried and recrystallized from DMF/H2O to obtain 9m. To a mixture of 9e (2 mmol) in DMF (10 mL) was added absolute potassium carbonate (8 mmol) followed by iodomethane (4 mmol). The solution was refluxed overnight, then poured into cold water, filtered, washed with water, dried and recrystallized from DMF/H2O to obtain 9n., 6082-66-2

6082-66-2 3,4,6-Trichloropyridazine 95123, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Li, Dongyue; Zhan, Peng; Liu, Huiqing; Pannecouque, Christophe; Balzarini, Jan; De Clercq, Erik; Liu, Xinyong; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 2128 – 2134;,
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51149-08-7, 3,6-Dichloropyridazine-4-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

51149-08-7, 3-[6-Bromo-2-fluoro-3-(1H-pyrazolo[3,4-c]pyridazin-3-ylmethyl)-phenoxy]-5-chloro-benzonitrile (R-73) step 1-To a solution of 3,6-dichloro-4-carboxy-pyridazine (R-74a, 7.5 g, 38.9 mmol, Aldrich) in DCM (30 mL) and MeOH (10 mL) cooled to 0 C. was added a solution of (trimethylsilyl)diazomethane (2.0 M in hexane), slowly via pipette, until a persistent yellow color is observed. After addition was complete, the solvents were removed in vacuo. The crude product was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient (10 to 25% EtOAc) to afford 3.89 g (86%) of R-74b as a brown oil that solidifies on standing.

51149-08-7 3,6-Dichloropyridazine-4-carboxylic acid 433804, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Billedeau, Roland Joseph; Sweeney, Zachary Kevin; US2009/170856; (2009); A1;,
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35857-89-7, 6-Chloropyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Coupling according to general procedure II:Amine intermediate: {(3S,4R)-3-(4-Chloro-phenyl)-4-[1-((S)-5-chloro-pyridin-2-yloxy)-ethyl]pyrrolidin-1-yl}-piperidin-4-yl-methanone (VIII-B-1)Heteroaryl: 6-Chloro-pyridazine-3-carbonitrile (commercially available),ES-MS m/e: 551.3 (M+H+). General Procedure II: Aromatic Nucleophilic SubstitutionTo a stirred solution of an amine of type VIII (1 mmol) in DMF (5 mL) was added EtNiPr2 (1.5 mmol) and a substituted chloropyridine, chloropyrimidine, or chloropyridazine (1.3 mmol). The reaction mixture was heated at 60 until completion (reaction monitored by TLC or LCMS). Thereaction mixture was concentrated under vacuo, taken up in EtOAc and washed with H2O several times. The organic phase was dried over Na2SO4, concentrated under vacuo and then purified by preparative HPLC or column chromatography to yield the title product., 35857-89-7

As the paragraph descriping shows that 35857-89-7 is playing an increasingly important role.

Reference£º
Patent; Jablonski, Philippe; Knust, Henner; Nettekoven, Matthias; Patiny-Adam, Angelique; Ratni, Hasane; Riemer, Claus; US2011/53948; (2011); A1;,
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372118-01-9, Methyl 4,6-dichloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 4,6-dichloropyridazine-3-carboxylic acid methyl ester 1a (519 mg, 2.51 mmol)And 4- (pentafluorosulfanyl) aniline (500 mg, 2.28 mmol) in ethanol (5 mL),Heat to 70 C and stir for 24 hours.After cooling to room temperature, the solvent was removed under reduced pressure,The target product 6-chloro-4-((4- (pentafluoro-lambda6-sulfanyl) phenyl) amino) pyridazine-3-carboxylic acid methyl ester 16a (1.37 g, crude) was obtained.The product was used in the next reaction without further purification., 372118-01-9

372118-01-9 Methyl 4,6-dichloropyridazine-3-carboxylate 17848322, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Beijing Nuochengjianhua Pharmaceutical Technology Co., Ltd.; Chen Xiangyang; Pang Yucheng; (142 pag.)CN110818641; (2020); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

Example 157 4-Isopropylamino-3,5-dichloropyridazine 3,4,5-Trichloropyridazine (9.2 g 0.05 mol) is dissolved in toluene (24 ml). Isopropylamine (16.5 g, 0.28 mol) is added and the mixture refluxed three hrs. The solution is cooled, diluted with chloroform and sodium hydroxide (1N). The organic phase is separated, washed with water and saline, then dried over sodium sulfate, filtered and concentrated. The concentrate is chromatographed (silica gel, 300 g; ethyl acetate/hexane (30/70)) to give the title compound, NMR (300 MHz, CDCl3) 8.50, 4.74, 4.47 and 1.20delta., 14161-11-6

The synthetic route of 14161-11-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pharmacia & Upjohn Company; US5866589; (1999); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13327-27-0,6-Methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

13327-27-0, 6-Methylpyridazin-3(2H)-one (Alfa, 2.5 g, 22.70 mmol) and phosphorus oxybromide (Aldrich, 16.27 g, 56.8 mmol) were heated at 90 C under a nitrogen atmosphere for 1.5 hours. After cooling, the mixture was poured onto ice (100 g), neutralized with sodium bicarbonate, and the aqueous phase was extracted with CH2Cl2 (3chi30 mL). The combined organic phase was washed with 5% NaHCO3, brine, dried (Na2SO4) and concentrated. The residue was dissolved in hot ethyl acetate and washed through a plug of silica gel, eluting with ethyl acetate and concentrated. MS (DCI/NH3) m/z 172 (M+H)+, 190 (M+NH4)+.

13327-27-0 6-Methylpyridazin-3(2H)-one 83346, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; SCHRIMPF, Michael R.; LEE, Chih-Hung; LI, Tao; GFESSER, Gregory A.; MORTELL, Kathleen H.; FAGHIH, Ramin; NERSESIAN, Diana L.; SIPPY, Kevin B.; BUNNELLE, William H.; SCANIO, Marc; SHI, Lei; GOPALAKRISHNAN, Murali; DONNELLY-ROBERTS, Diana; HU, Min; WO2010/36998; (2010); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.

6082-66-2, Example 18A 5,6-dichloropyridazin-3(2H)-one [0749] 3,4,6-Trichloropyridazine (12 g, 65.4 mmol) in acetic acid (45 mL) was heated at 130¡ã C. for two hours. After cooling to room temperature, the reaction mixture was poured into ice water (200 mL). The solid was collected by filtration to give 3.7 g of the title compound.

As the paragraph descriping shows that 6082-66-2 is playing an increasingly important role.

Reference£º
Patent; HUBBARD, Robert D.; WANG, Le; PARK, Chang H.; SUN, Chaohong; McDANIEL, Keith F.; PRATT, John K.; SOLTWEDEL, Todd N.; WENDT, Michael D.; HOLMS, John H.; LIU, Dachun; SHEPPARD, George S.; US2013/331382; (2013); A1;,
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