Month: October 2020

51149-08-7,51149-08-7, 3,6-Dichloropyridazine-4-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method for svnthesising A. If and A. Ig; 3,6-dichloro-pyridazine-4-carboxylic acid (4.0 g, 20.7 mmol) is taken up in dioxane, combined with HCl (20.7 niL, IM in H2O) and stirred for 4 h at 90C. The precipitate formed is filtered off, dried and 6-chloro-3-oxo-2,3-dihydro-pyridazine-4-carboxylic acid is obtained.

The synthetic route of 51149-08-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; McCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7114; (2010); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

90008-50-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90008-50-7,6-Propoxypyridazin-3-amine,as a common compound, the synthetic route is as follows.

General procedure: A stirred mixture of 3-amino-6-propoxypyridazine 3 (4.50g, 29.4mmol), 2-bromo-1-[4-(2-methoxyethoxy)phenyl]ethanone 11 (8.03g, 29.4mmol) and EtOH (280mL) was heated at reflux for 2.5 hours. The mixture was cooled and NaHCO3 (2.50g, 30mmol) was added. The mixture was stirred at room temperature for 15 hours, heated at reflux for 1 hour, then cooled and evaporated. The residue was extracted with CHCl3 (150mL) and the extract washed with saturated, aqueous NaCl solution (50mL), dried (MgSO4) and evaporated. The residue was purified by flash chromatography over silica gel. Elution with 1-2% MeOH in CH2Cl2 afforded a green/brown solid. Treatment with decolourising charcoal and recrystallization from cyclohexane gave 6f (3.95g, 41%) as pale green crystals, m.p. 82.5-84C. 1H NMR (CDCl3) ? 1.06 (3H, t, J=7.2Hz), 1.75-1.94 (2H, m), 3.47 (3H, s), 3.74-3.81 (2H, m), 4.14-4.21 (2H, m), 4.27 (2H, t, J=6.6Hz), 6.68 (1H, d, J=9.3Hz), 7.00 (2H, d, J=8.8Hz), 7.76-7.88 (3H, m), 7.94 (1H, s). MS (APCI+) m/z 328 (M+H, 100%).

90008-50-7 6-Propoxypyridazin-3-amine 10511047, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Ali, Abdelselam; Cablewski, Teresa; Francis, Craig L.; Ganguly, Ashit K.; Sargent, Roger M.; Sawutz, David G.; Winzenberg, Kevin N.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 14; (2011); p. 4160 – 4163;,
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Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1206487-35-5,4,6-Dibromopyridazin-3-amine,as a common compound, the synthetic route is as follows.

To a stirred solution of 4-bromo-6-bromopyridazin-3-amine (3a), (0.20 g, 0.79 mmol) in DML (5 mL) were ethyl 2-(3,8-diazabicyclo[3.2.1]octan-8-yl)acetate hydrochloride (0.278 g, 1.11 mmol ) and DIPEA (0.7 mL, 3.95 mmol) at RT and stirred for 16 h at 90 C under nitrogen atmosphere. Then the reaction mixture was quenched with cold water (20 mL) and the brown solid obtained was washed with diethyl ether, filtered and dried under vacuum. The same procedure was repeated four times to afford pure title compound (0.155 g, Yield : 55 %). 1H NMR (400 MHz, DMSO-d6): d 6.96 (s, 1H), 5.76 (s, 2H), 4.15-4.03 (m, 2H), 3.37-3.29 (m, 2H), 3.19 (s, 2H), 3.16-3.14 (m, 2H), 2.83-2.80 (m, 2H), 1.85 (s, 4H), 1.23-1.13 (m, 3H); LC-MS: m/z 371.1 (M+l)+., 1206487-35-5

Big data shows that 1206487-35-5 is playing an increasingly important role.

Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; SASMAL, Sanjita; SAMAJDAR, Susanta; MUKHERJEE, Subhendu; ABBINENI, Chandrasekhar; (260 pag.)WO2019/207538; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

289-80-5, Pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

289-80-5, n-Butyllithium (2.76 mL, 6.9 mmol, 2.5 M in hexane) was added dropwise to a cooled (0 C) solution of diisopropylamine (0.97 mL, 6.9 mmol) in tetrahydrofuran (2 mL) under a nitrogen atmosphere. After stirring for 30 minutes the reaction mixture was cooled to-78 C and a solution of pyridazine (452 pL, 6.3 mmol) and tributyltin chloride (1.9 mL, 6.9 mmol) were added simultaneously while the temperature was kept below-70 C. The reaction mixture was stirred for 2 hours at-78 C ; subsequently, a saturated aqueous NH4C1 solution was added and the reaction mixture was extracted three times with ethyl acetate. The combined organic layers were dried (MgSO4) and evaporated to dryness. The crude product was purified by LCMS to give t’butylstannylpyridazine (197 mg, 0.53 mmol, 8% yield). This stannylpyridazine (183 mg, 0.49 mmol), (11ss,16alpha,17ss)-11-(4-bromophenyl)-17- cyclopropylcarbonyl-16-methylestra-4, 9-dien-3-one (100 mg, 0.20 mmol) and bis (triphenylphosphine) palladium (ll) chloride (3 mg, 0.004 mmol) were dissolved in dioxane (3 mL) under a nitrogen atmosphere. The reaction mixture was stirred overnight at 110 C and then cooled to room temperature. Water was added and the mixture was extracted three times with dichloromethane. The combined organic layers were dried through a phase separate filter and evaporated to dryness. Purification by LCMS followed by lyophilisation gave (11 p, 160, 17p)-17-cyclopropylcarbonyl-16-methyl-11- [4- (4-pyridazinyl) phenyl] estra- 4,9-dien-3-one (78 mg, 0.16 mmol, 79% yield).’H NMR (400 MHz, CDCl3) : 8 0.33 (s, 3H), 0.85-2. 84 (m, 26H), 4.48 (d, J= 7 Hz, 1H), 5.81 (s, 1H), 7.33-7. 37 (m, 2H), 7.60-7. 64 (m, 3H), 9.21 (dd, J = 5 and 1 Hz, 1H), 9.46 (dd, J = 3 and 1 Hz, 1H). The same title compound was also obtained using 4-tributylstannylpyridazine prepared according to the procedures described in Eur. J. Org. Chem. 2885-2896 (1998) and Tetrahedron Letters 38,5791-5794 (1997).

As the paragraph descriping shows that 289-80-5 is playing an increasingly important role.

Reference£º
Patent; AKZO NOBEL N.V.; WO2005/92912; (2005); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1722-10-7,3-Chloro-6-methoxypyridazine,as a common compound, the synthetic route is as follows.

General procedure: DMF (40 mL), NaI (375 mg, 2.5 mmol), and 1,2-dibromoethane (100muL, 1.16 mmol) were added to an undivided electrochemical cell, fitted with an iron/nickel (64/36) anode, and surrounded by a nickel foam as the cathode (surface: 40 cm2, porosity: 500 mum, Goodfellow).The mixture was electrolyzed under argon at a constant current intensity of 0.2 A at r.t. for 15 min. The current was then stopped, then NiBr2bpy (187 mg, 0.5 mmol) and aryl or heteroaryl halide (5 mmol),were sequentially added. The solution was electrolyzed at 0.2 A untilthe starting aryl or heteroaryl halide had been totally consumed (2-5h). Sat. aq EDTA-Na2 solution (50 mL) was added, and the resultingsolution was extracted either with EtOAc (for aryl halides) or withCH2Cl2 (for heteroaryl halides) (3 ¡Á 50 mL). The combined organic layerswere washed with brine (50 mL), dried (MgSO4), filtered, and concentratedunder vacuum. The crude product was purified by flashchromatography (silica gel, 70-200 mum).

1722-10-7, The synthetic route of 1722-10-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Rahil, Rima; Sengmany, Stephane; Le Gall, Erwan; Leonel, Eric; Synthesis; vol. 50; 1; (2018); p. 146 – 154;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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 (1.22 g, 5.95 mmol),4- (3-methoxyoxetane-3-yl) aniline 69e (760mg, 4.25mmol),Diisopropylethylamine (1.65 g, 12.75 mmol) and acetonitrile (15 mL) were mixed, heated to 90 C. in a microwave reactor, and stirred for 3 hours.After cooling to room temperature, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 50/1 to 1/2),The target product 6-chloro-4-((4- (3-methoxyoxetan-3-yl) phenyl) amino) pyridazine-3-carboxylic acid methyl ester 69f (850 mg, yellow solid) was obtained. yield: 57%., 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;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.286946-24-5,Methyl 3,6-dichloropyridazine-4-carboxylate,as a common compound, the synthetic route is as follows.

Methyl 3,6-dichloropyridazine-4-carboxylate (2 g, 9.66 mmol) was weighted into a clean dry flask charged with a magnetic stirring bar. It was sealed and purged with nitrogen twice and dissolved in anhydrous THF (40 ml). The solution was cooled in an ice-water bath and added sodium methoxide (0.69 g, 12.77 mmol) in one portion. It was stirred for 30 min. LC-MS showed the completion of the reaction. It was quenched with saturated aqueous ammonium chloride (20 mL). The mixture was extracted with ethyl acetate (3×40 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by ISCO (80g, 0-30% ethyl acetate in hexane) to give the title compound. MS (ESI): m/z 203 (M+H) +, 286946-24-5

286946-24-5 Methyl 3,6-dichloropyridazine-4-carboxylate 17861811, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BURGEY, Christopher, S.; FRITZEN, Jeffrey, F.; BALSELLS, Jaume; PATEL, Mehul; (59 pag.)WO2015/153304; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.141-30-0,3,6-Dichloropyridazine,as a common compound, the synthetic route is as follows.

Vl.i .a3-Benzyloxy-6-chloro-pyridazine; 33.92 g (205.5 mmol) 3,6-Dichloro-pyridazine are dissolved in 100 ml benzyl alcohol and30.06 g (231.0 mmol) sodium benzylate are added. The mixture is stirred for 30 minutes atRT. After that time the mixture is slowly poured into ice water, the precipitate is filtered off and washed with water. The product is dried at 80C.Yield: 1 1.5 g (81 % of theory), Rf value: 0.60 (silica gel, cyclohexane/tehyl acetate = 2:1 )EII Mass spectrum: m/z = 243/245 [M+Na]+, 141-30-0

As the paragraph descriping shows that 141-30-0 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/48802; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1632-76-4, 3-Methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 19; S-CS^-Dimethyl-lH-indol-l-yO-N’-CS-methoxy^-Cpyridazin-S- ylmethoxy)benzylidene)propanehydrazide; [0529] (a) 3-(Chloromethyl)pyridazine: To a stirred solution of 3- methylpyridazine (0.29 niL, 3.19 mmol) in CHCl3 (6 niL) at 60 0C was added trichloroisocyanuric acid (296 mg, 1.28 mmol) in several portions. The reaction mixture was heated for 2 hours and then absorbed directly onto silica gel. Purification on silica gel using EtOAc -hexane (0 to 80%) provided the product as a reddish oil (160 mg)., 1632-76-4

As the paragraph descriping shows that 1632-76-4 is playing an increasingly important role.

Reference£º
Patent; STEIN, Philip; DAINES, Robert; SPROUS, Dennis; O’GRADY, Harold; WO2010/132615; (2010); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 6-chloropyridazine-3-carboxylic acid (0.50 g, 3.2 mmol) in 11 mL of SOCl2 was heated at 75 C. for 2 h and was then concentrated and redissolved in 5 mL of MeOH. To the solution was added a 25% solution of sodium methoxide (0.75 mL, 3.5 mmol, 1.1 eq) in MeOH. The reaction mixture was stirred at room temperature for 20 h and was then quenched with H2O and extracted with dichloromethane. Silica gel flash chromatography (EtOAc/MeOH 90:10) of the residue afford a 2:1 mixture of the 6-chloropyridazine-3-carboxylic acid and 6-methoxypyridazine-3-carboxylic acid (0.160 g). To a solution of the mixture of ester and chloride in 1.9 mL of p-dioxane was added 4-hydroxy piperidine (0.094 g, 93 mmol) followed by diisopropylethylamine (0.49 mL, 2.8 mmol). The mixture was heated at 100 C. for 20 h then concentrated. Purification with silica gel flash chromatography afforded methyl 6-(4-hydroxypiperidin-1-yl)pyridazine-3-carboxylate (0.15 g, 63 mmol)., 5096-73-1

The synthetic route of 5096-73-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ChemoCentryx, Inc.; Fan, Junfa; Krasinski, Antoni; Lange, Christopher W.; Lui, Rebecca M.; McMahon, Jeffrey P.; Powers, Jay P.; Zeng, Yibin; Zhang, Penglie; US2014/154179; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem