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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Brief introduction of 20744-39-2

20744-39-2, As the paragraph descriping shows that 20744-39-2 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.20744-39-2,Pyridazin-4-amine,as a common compound, the synthetic route is as follows.

General procedure: To a flame-dried flask was added 8 (0.046g, 0.142mmol), xantphos (0.016g, 0.028mmol), potassium carbonate (0.392g, 2.83mmol), palladium(II) acetate (0.003g, 0.014mmol), and the respective amine (0.170mmol). The flask was purged with nitrogen three times and then anhydrous dioxane (1.5mL) was added under nitrogen. The reaction was refluxed at 105C for 12h while under nitrogen, maintaining a positive pressure. The mixture was concentrated under reduced pressure, separated by silica column chromatography (dichloromethane/isopropanol), and purified by reverse phase chromatography (water/acetonitrile).

20744-39-2, As the paragraph descriping shows that 20744-39-2 is playing an increasingly important role.

Reference£º
Article; Woodring, Jennifer L.; Bachovchin, Kelly A.; Brady, Kimberly G.; Gallerstein, Mitchell F.; Erath, Jessey; Tanghe, Scott; Leed, Susan E.; Rodriguez, Ana; Mensa-Wilmot, Kojo; Sciotti, Richard J.; Pollastri, Michael P.; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 446 – 459;,
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Some tips on 1120-88-3

1120-88-3 4-Methylpyridazine 136882, 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.1120-88-3,4-Methylpyridazine,as a common compound, the synthetic route is as follows.

1120-88-3, 3-(2,6-difluorophenyl)-2-fluorobenzoate (9.0 g, 0.026 mol) was dissolved in dry tetrahydrofuran (5 mL), the reaction flask was placed in a dry ice bath, cooling to -20C .Under nitrogen, was added dropwise LiHMDS (50 mL, 0.050 mol) was stirred for half an hour, the reaction flask moved to 0C ice bath, was slowly added dropwise 4-methyl pyridazine (2.5g, 0.027 mol), dropwise reactions were complete in 2 hours under ice-cooling, warmed to room temperature, saturated ammonium chloride solution (30 mL), (100 mL) and extracted with ethyl acetate, the organic phase was washed with water (30 mL) and saturated sodium chloride solution ( 30 mL), dried over anhydrous sodium sulfate, and the solvent removed by rotary evaporation, chromatographed to give the product (6.5 g, 61% yield) by silica gel column.

1120-88-3 4-Methylpyridazine 136882, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Tonghua Jida Pharmaceutical Co., Ltd.; Wu, yongqian; (22 pag.)CN103936728; (2016); B;,
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Brief introduction of 20744-39-2

20744-39-2, As the paragraph descriping shows that 20744-39-2 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.20744-39-2,Pyridazin-4-amine,as a common compound, the synthetic route is as follows.

). A solution of 28b (68 mg, 0.141 mmol), pyridazin-4-amine (20.06 mg, 0.211 mmol), HATU (107 mg, 0.281 mmol) and DIPEA (0.098 mL, 0.563 mmol) in DMF (7 mL) was stirred at 60 C for 4 hr. After cooled to room temperature, the mixture was diluted with EA, washed with water and brine, dried over Na2SO4 and concentrated. The residue was re-dissolved in DMF and purified by flash chromatography on C18 (5~95% MeCN in H2O, 0.05% NH4OH) to give the title compound (28.3 mg, 0.061 mmol, 43.3 % yield) as a white solid. LCMS: 447 [M+H]+. 1H NMR (400 MHz, DMSO-d6): delta 10.75 (s, 1H), 9.21 (dd, J= 2.8, 1.2 Hz, 1H), 9.00-9.08 (m, 1H), 8.02 (dd, J= 6.0, 2.8 Hz, 1H), 7.46-7.54 (m, 3 H), 7.40-7.46 (m, 1H), 7.27-7.39 (m, 3H), 7.23 (d, J= 8.8 Hz, 1H), 5.18-5.25 (m, 2H), 3.44 (t, J= 6.0 Hz, 2H), 3.24 (s, 3H), 2.96 (br., 2 H), 2.45-2.49 (m, 2H), 1.99-2.12 (m, 2 H), 1.69-1.78 (m, 2H), 1.55-1.69 (m, 2H). 13C NMR (101 MHz, CDCl3): delta 164.5, 155.3, 151.5, 143.5, 140.5, 137.5, 134.8, 132.6, 131.3, 129.9, 129.5, 128.8, 119.9, 114.1, 113.0, 72.4, 70.3, 58.9, 58.3, 54.6, 41.6, 33.3.

20744-39-2, As the paragraph descriping shows that 20744-39-2 is playing an increasingly important role.

Reference£º
Article; Ding, Xiao; Stasi, Luigi Piero; Dai, Xuedong; Long, Kai; Peng, Cheng; Zhao, Baowei; Wang, Hailong; Sun, Changhui; Hu, Huan; Wan, Zehong; Jandu, Karamjit S.; Philps, Oliver J.; Chen, Yan; Wang, Lizhen; Liu, Qian; Edge, Colin; Li, Yi; Dong, Kelly; Guan, Xiaoming; Tattersall, F. David; Reith, Alastair D.; Ren, Feng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 212 – 215;,
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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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Some tips on 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 250 g (1 .05 mol) 3,6-dibromopyridazine in 1 .2 L 25% aqueous ammonia was heated to 100C at 11.7 bar overnight in an autoclave. After cooling, the precipitate was filtered off, washed with water and dried to give 137 g (75%) of the title compound. 1 H-NMR (DMSO-d6): delta= 6.58 (1 H), 6.69 (2H), 7.41 (1 H) ppm., 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SIEMEISTER, Gerhard; BADER, Benjamin; WENGNER, Antje, Margret; MUMBERG, Dominik; KOPPITZ, Marcus; KLAR, Ulrich; KROEMER, Guido; VITALE, Ilio; JEMAA, Mohamed; WO2014/20041; (2014); 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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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 1120-88-3

1120-88-3, 1120-88-3 4-Methylpyridazine 136882, apyridazine compound, is more and more widely used in various fields.

1120-88-3, 4-Methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred mixture of 4-Methyl-pyridazine (11) (0.500 g, 5.312 mmol) and Benzaldehyde (12) (1.1 g, 10.625 mmol) was added zinc chloride (1.44 g, 10.625 mmol) and the resultant reaction mixture was heated at 150C for 16h. The reaction mixture was quenched with 2M NaOH solution and DCM was added. The layers were partitioned and the aqs part was further extracted with DCM (2 times). The combined organic layers were dried over sodium sulfate and concentrated. Portioned between 2M NaOH and DCM and extracted the aqueous layer with DCM. Combined all organic layers and dried over Sodium sulphate. The crude was purified by column chromatography in 100-200 silica using Hexane/EtOAc (4: 1) as eluent to afford Intermediate 13 (290mg, 29.9%) as brown oil.

1120-88-3, 1120-88-3 4-Methylpyridazine 136882, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; THE BROAD INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION; INSTITUTO CARLOS SLIM DE LA SALUD; BURNS, Sean, M.; WAGNER, Bridget, K.; VETERE, Amedeo; (189 pag.)WO2018/175324; (2018); A1;,
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Some tips on 1837-55-4

The synthetic route of 1837-55-4 has been constantly updated, and we look forward to future research findings.

1837-55-4, 3,5-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3,5-dichloropyridazine (1.5 g, 10.07 mmol), methyl carbamate (0.831 g, 11.08 mmol), XANTPHOS (0.466 g, 0.805 mmol), PdOAc2 (0.226 g, 1.007 mmol) and CS2CO3 (6.56 g, 20.14 mmol) were taken in 1,4-dioxane (40 mL) and heated at 85 C overnight. The reaction mixture was concentrated, diluted with water and extracted with ethyl acetate. The ethyl acetate layer was collected, dried over Na2S04, filtered, and concentrated under reduced pressure to afford methyl (5- chloropyridazin-3-yl)carbamate (1.71 g, 9.12 mmol, 91% yield) as a brown solid. LCMS (ESI) m/e 187.9 [(M+H)+, calcd for C6H7CIN3O2 188.0]; LC/MS retention time (Method C): fa = 0.59 min., 1837-55-4

The synthetic route of 1837-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
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