Downstream synthetic route of 933-76-6

933-76-6 4,5-Dichloro-2-methylpyridazin-3(2H)-one 120462, apyridazine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.933-76-6,4,5-Dichloro-2-methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.,933-76-6

b) Trifluoro-methanesulphonic acid 2-methyl-3-oxo-2,3-dihydro-pyridazin-4-yl ester (4b)[0242][0243]3.13 g (27.93 mmoles) of potassium tertbutylate is placed in 25 ml of tetrahydrofuran. At 0 C., a solution of 1.16 ml (27.93 mmoles) of methanol in 10 ml of tetrahydrofuran is added. The mixture is stirred at 0 C. for 10 min. This solution is added drop by drop to mixture cooled to 0 C. of 5 g (27.93 mmoles) of 4,5-dichloro-2-methyl-2H-pyridazin-3-one solubilised in 40 ml of tetrahydrofuran, the temperature of the medium remains below 3 C. during the addition. The mixture is stirred for 1 hour at 0 C., and for 3 hours at ambient temperature. The medium is taken up with dichloromethane and washed with water. After drying on Na2SO4, the organic phase is concentrated to dryness. The residue obtained is purified by flash chromatography (CH2Cl2-AcOEt: 95-5). 4.45 g of white solid is obtained (yield: 91%). TLC silica gel 60 F 254 Merck, CH2Cl2-AcOEt: 90-10, Rf=0.55. 3.37 g (19.3 mmoles) of this solid is placed in 150 ml of tetrahydrofuran in the presence of 2.7 ml (19.3 mmoles) of triethylamine and 0.67 g of 10% palladium on carbon. The medium is placed under hydrogen pressure (7 bar) and left under stirring for 48 hours. After filtering the reaction medium on celite, the filtrate is concentrated. The residue obtained is purified by flash chromatography (CH2Cl2-AcOEt gradient: 90-10 to 10-90). 2.35 g of white solid is obtained (yield: 86%). TLC silica gel 60 F 254 Merck, CH2Cl2-AcOEt: 50-50, Rf=0.17. 2.35 g (16.7 mmoles) of this solid is placed in 250 ml of water in the presence of 9.6 g (16.7 mmoles) of potassium hydroxide. The mixture is heated to 100 C. for 24 hours. The medium cooled to 0 C. is brought to pH 1-2 by adding an aqueous concentrated hydrochloric acid solution. After concentration to dryness, the residue is taken up with a dichloromethane/methanol mixture, the minerals are removed by filtration and the filtrate is concentrated to dryness. The residue obtained is purified by flash chromatography (CH2Cl2-MeOH: 95-5). 1.94 g of pink solid is obtained (yield: 92%). TLC silica gel 60 F 254 Merck, CH2Cl2-MeOH: 80-20, Rf=0.49. 1 g (7.92 mmoles) of this solid is placed in nitrogen in 15 ml of dichloromethane. At -9 C., 1.45 ml (10.3 mmoles) of triethylamine is added, followed by 1.8 ml (10.7 mmoles) of trifluoromethanesulphonic anhydride. After stirring for 20 min to -7 C., 5 ml of an aqueous 1N hydrochloric acid solution is added. The organic phase is washed with water, and with an aqueous 1% sodium bicarbonate solution, followed by a saturated NaCl solution. After drying on Na2SO4, the organic phases are concentrated to dryness. 1.9 g of intermediate 4b is obtained in pink solid form (yield: 93%).[0244]TLC silica gel 60 F 254 Merck, CH2Cl2-MeOH: 95-5, Rf=0.78.

933-76-6 4,5-Dichloro-2-methylpyridazin-3(2H)-one 120462, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; PIERRE FABRE MEDICAMENT; Leroy, Isabelle; Dupont-Passelaigue, Elisabeth; Mialhe, Samuel; Junquero, Didier; Valeille, Karine; US2013/40928; (2013); A1;,
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Simple exploration of 35857-89-7

The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

Step 2) 6-(4-((5-chloro-2-((2,3-dimethyl-2H-indazol-6-yl)amino)pyrimidin-4-yl)(methyl)amino)-3-ethylpiperidin-1-yl)pyridazine-3-carbonitrile To a solution of 5-chloro-N2-(2,3-dimethyl-2H-indazol-6-yl)-N4-(3-ethylpiperidin-4-yl)-N4-methylpyrimidine-2,4-diamine (134.5 mg, 0.33 mmol) in ethanol (5 mL) were added 6-chloropyridazine-3-carbonitrile (69.1 mg, 0.50 mmol) and triethanamine (0.15 mL, 1.1 mmol). The mixture was stirred at 30 C. overnight, and concentrated in vacuo. The residue was purified by preparative TLC (MeOH/DCM (v/v)=1/15) to afford the target compound as a yellow solid (87.4 mg, yield 52.0%). LC-MS (ESI, pos. ion) m/z: 517.3 [M+H]+. 1H NMR (600 MHz, CDCl3) delta (ppm): 8.05 (s, 1H), 7.99 (s, 1H), 7.48-7.42 (m, 2H), 7.05 (s, 1H), 6.91 (dd, J=8.9, 1.3 Hz, 1H), 6.88 (d, J=9.6 Hz, 1H), 4.83-4.81 (m, 1H), 4.61-4.54 (m, 2H), 4.03 (s, 3H), 3.33 (t, J=12.1 Hz, 1H), 3.04 (s, 3H), 2.84-2.76 (m, 1H), 2.57 (s, 3H), 2.17-2.14 (m, 1H), 1.85-1.77 (m, 2H), 1.63-1.59 (m, 1H), 1.16-1.09 (m, 1H), 0.95 (t, J=7.5 Hz, 3H)., 35857-89-7

The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sunshine Lake Pharma Co., Ltd.; Calitor Sciences, LLC; Xi, Ning; Li, Minxiong; Li, Xiaobo; Dai, Weilong; Hu, Haiyang; Zhang, Tao; Chen, Wuhong; (78 pag.)US2016/229837; (2016); A1;,
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Analyzing the synthesis route of 35857-89-7

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

35857-89-7, 6-Chloropyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 5-chloro-N2-(2,3-dimethylimidazo[1,2-a]pyridin-7-yl)-N4-(piperidin-4-yl)pyrimidine-2,4-diamine ( 87mg, 0.234mmol)And 6-chloronicotinonitrile (53 mg, 0.379 mmol)In EtOH (10mL) solutionTEA (85 mg, 0.840 mmol).The reaction system was stirred at room temperature overnight.After the reaction was completed, it was concentrated under reduced pressure.The residue was purified by silica gel column chromatography (EtOAc elut elut elut elutThe title compound was obtained as a yellow solid (60 mg, yield 54%).

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

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
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Downstream synthetic route of 933-76-6

933-76-6 4,5-Dichloro-2-methylpyridazin-3(2H)-one 120462, apyridazine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.933-76-6,4,5-Dichloro-2-methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

Step A: Preparation of 5 -chloro-4-(2-methoxyethoxy)-2-methyl-3 (2H)-pyridazinone 4,5-Dichloro-2-methyl-3(2H)-pyridizinone (2.0 g, 11 mmol), 2-methoxyethanol (1.06 mL, 13.4 mmol) and sodium hydride (0.672 g, 16.8 mmol) were combined in 30 mL of dioxane and stirred at ambient temperature overnight. The reaction mixture was then poured over 100 mL of an ice/water mixture and extracted into ethyl acetate. The organic layer was washed with brine, dried (Mg504) and absorbed onto silica gel. Chromatography throughsilica gel eluting with a gradient of 0 to 100% ethyl acetate in hexanes provided 1.76 g of the title product as a white solid.1H NMR (500 MHz) oe 7.69 (s, 1H), 4.7 1-4.77 (m, 2H), 3.75 (s, 3H), 3.69-3.72 (m, 2H),3.39 (s, 3H)., 933-76-6

933-76-6 4,5-Dichloro-2-methylpyridazin-3(2H)-one 120462, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; STEVENSON, Thomas, Martin; WO2014/31971; (2014); A1;,
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Analyzing the synthesis route of 6082-66-2

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

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.

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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New learning discoveries about 1120-95-2

As the paragraph descriping shows that 1120-95-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1120-95-2,3-Chloropyridazine,as a common compound, the synthetic route is as follows.

General procedure: A flask was charged with 2-formylpyrrole 1 (5.00 g, 52.6 mmol), K2CO3 (8.72 g, 63.1 mmol), 2-fluoropyridine 2 (9.0 mL, 105.2 mmol) and DMF (26 mL).The mixture was heated at 100 C for 20 h and then cooled to rt. The reaction mixturewas diluted with water, extracted with MTBE, and the organic phase was dried (MgSO4), filtered, and concentrated. The crude product was purified by chromatography on SiO2(hexanes/EtOAc, 95:5 to 85:15 v/v) to give the product 3 (5.71 g, 63%) as a tan solid., 1120-95-2

As the paragraph descriping shows that 1120-95-2 is playing an increasingly important role.

Reference£º
Article; Reeves, Jonathan T.; Han, Zhengxu S.; Goyal, Navneet; Lee, Heewon; Busacca, Carl A.; Senanayake, Chris H.; Tetrahedron Letters; vol. 55; 15; (2014); p. 2492 – 2494;,
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Some tips on 7252-84-8

The synthetic route of 7252-84-8 has been constantly updated, and we look forward to future research findings.

7252-84-8, 3-Amino-6-methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7252-84-8

Intermediate 51: 4-{F(3,5-d imethyl-4-isoxazolyi)methyl]oxy}-N-F6-(methyloxy-3-Ivridazinvl]benzenesulfona mideTo a solution of 6-methoxypyridazin-3-amine (125 mg, 1.0 mmol) in pyridine (8 mL) at roomtemperature, was added 4-{[(3,5-d imethyl-4-isoxazolyl)methyl]oxy}benzenesulfonyl chloride (0.302g, 1.0 mmol). The reaction mixture was stirred at 20 C for 18 hours. The solvent was evaporated invacuo and passed through an aminopropyl (NH2) solid phase extraction (SPE) cartridge eluting withmethanol, followed by a sulphonic acid (SCX) SPE cartridge eluting with methanol. The crude wasthen purified by flash silica (Si) chromatography (0-100% ethyl acetate-cyclohexane+0-25%methanol gradient), to provide the title compound (16 mg). LCMS (2 mm, formic) Rt 0.83 mi m/z(ESj 391 (M+H).

The synthetic route of 7252-84-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; BIRAULT, Veronique; CAMPBELL, Amanda, Jennifer; HARRISON, Stephen; LE, Joelle; SHUKLA, Lena; WO2013/160419; (2013); A1;,
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Some tips on 141-30-0

141-30-0 3,6-Dichloropyridazine 67331, apyridazine compound, is more and more widely used in various fields.

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.

To 3,6-dichloropyridazine (4g, 26.8mniol) and sodium iodide (5.4g, 35.9mmol) was added hydriodic acid (20ml) and the mixture was heated to 400C for 18 hours. After cooling to room temperature the material was poured onto ice and stirred in a beaker (500ml). The aqueous acid was basified (pH>12) by addition of sodium hydroxide (cone, 15ml) and water (20ml). Dichloromethane (40ml) was added to the aqueous and collected. The dichloromethane layer was then dried filtered and evaporated to obtain the title compound as a brown solid (6.3g).1H-NMR (CDCl3) delta 7.21 (IH, d, J = 9), 7.82 (IH, d, J= 8)LC/MS m/z [MH+] 241 consistent with molecular formula C4H235Cl127IN2, 141-30-0

141-30-0 3,6-Dichloropyridazine 67331, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2008/116816; (2008); A1;,
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Downstream synthetic route of 38956-79-5

38956-79-5 3-Hydrazinyl-6-methylpyridazine 12379804, apyridazine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.38956-79-5,3-Hydrazinyl-6-methylpyridazine,as a common compound, the synthetic route is as follows.

38956-79-5, General procedure: A mixture of corresponding hydrazinylpyridazine 1 or 5 (1 mmol) and aldehyde 2 (1.1 mmol) in ethanol (5 mL) was heated at 60 C for 0.5 h. The formation of hydrazone was checked by TLC and the reaction mixture was cooled to rt. Oxone (1.5 mmol) was added to the mixture at rt followed by tetramethyl ammonium bromide (0.2 mmol) and the resulting mixture was heated at 60 C for another 5 h. The mixture was cooled to rt and extracted with dichloromethane (2 ¡Á 25 mL), dried over anhydrous sodium sulfate and concentrated to obtain a residue which was purified by column chromatography using hexane/ethyl acetate as eluent to furnish the desired triazolopyridazines 4 and 7 (See reference no; 7 for supporting information).

38956-79-5 3-Hydrazinyl-6-methylpyridazine 12379804, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Ruso, Jayaraman Sembian; Rajendiran, Nagappan; Srinivas, Chowdappa; Murthy, Konappa Narasimha; Soumya, Krishnamurthy; Journal of the Korean Chemical Society; vol. 58; 4; (2014); p. 377 – 380;,
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Simple exploration of 14161-11-6

14161-11-6, 14161-11-6 3,4,5-Trichloropyridazine 70111, apyridazine compound, is more and more widely used in various fields.

14161-11-6, 3,4,5-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Method A (standard SNAr/CsF ) To a soln. of C-1 (1 eq) and BB-8 (1 to 1.1 eq) in DMSO (3 mL/mmol) was added CsF (2 eq). The rxn mixture was heated at a given temperature for a given time (see Table 26) and was partitioned between EtOAc and water. The org. phase was washed with water (3x) and with brine, dried over MgSCh and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc.

14161-11-6, 14161-11-6 3,4,5-Trichloropyridazine 70111, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (188 pag.)WO2019/141803; (2019); A1;,
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