Category: pyridazine

65202-50-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65202-50-8,Methyl 6-chloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

Step 2; Methyl 6-(G-?)-3-r2-(trifluoromethyl)phenoxylpyrrolidin-l-vpipyridazine-3-carboxylate; A mixture of methyl 6-chloropyridazine-3-carboxylate (1.1 g, 6.4 mmol), (35)-3-[2- (trifluoromethyl)phenoxy]pyrrolidine (1.6 g, 6.9 mmol), potassium carbonate (1.8 g, 12.7 mmol) and tetrabutylammonium iodide (47 mg, 0.13 mmol) in dioxane (60 mL) was heated at 90-95 0C bath for 24 h. After cooling, the mixture was filtered through celite, washed with EtOAc and concentrated. The residue was re-dissolved in EtOAc, washed twice with water, dried and concentrated in vacuo, and swished with Et2O:hexane to give the title compound as a brown powder. EPO 1H NMR (500 MHz, acetone-d6): delta 7.88 (d, 1 H), 7.69-7.63 (m, 2 H), 7.43 (d, 1 H), 7.15 (t, 1 H), 6.96 (d, 1 H), 5.53 (s, 1 H), 4.00 (m, 3H), 3.90 (s, 3 H), 3.75 (m, 1 H), 2.54-2.44 (m, 2 H).

65202-50-8 Methyl 6-chloropyridazine-3-carboxylate 12379801, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK FROSST CANADA LTD.; WO2007/9236; (2007); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20698-04-8,3,6-Diiodopyridazine,as a common compound, the synthetic route is as follows.

To a solution of compound 2 (1.40 g, 4.22 mmol) in methanol (20 mL) was added CH3ONa (0.34 g, 6.33 mmol), and the mixture was stirred at 80C for 1 h. The reaction was quenched by addition of water (20 mL), then extracted with CH2Cl2 (10 mL x 3). The combined organic layer was dried over sodium sulfate, filtered, concentrated under reduced pressure and purified by silica gel column chromatography to give compound 3 (0.97 g, 97%) as a colored solid, mp 96 – 98C., 20698-04-8

The synthetic route of 20698-04-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yue, Qiming; Zhao, Yi; Hai, Li; Zhang, Tao; Guo, Li; Wu, Yong; Tetrahedron; vol. 71; 40; (2015); p. 7670 – 7675;,
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16401-70-0, N-Methylpyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

200 mg (1.2 mmol) of 2-chlorothiazole-4-carboxylic acid and 96.1 mg (0.9 mmol) of pyridazin-4-yl-amine were dissolved in 6 ml dimethyl formamide. 0.15 ml. (1.1 mmol) of triethyl amine followed by 382 mg (0.73 mmol) of 1 H-Benzotriazol-1- yloxytri-pyrrolidinophosphonium hexafluorophosphate (PyBOP) were added and the reaction mixture was stirred at room temperature for 16 h. Brine was added and the reaction mixture was extracted three times with dichloromethane. The combined organic layers were dried over sodium sulfate, filtered and the solvent was removed under reduced pressure. The obtained residue was purified by flash column chromatography (silica, gradient elution cyclohexane? ethyl ace- tate? methanol) to give 200 mg (61 %, 95% purity) of the title compound., 16401-70-0

The synthetic route of 16401-70-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BASF SE; Le VEZOUET, Ronan; SOeRGEL, Sebastian; DEFIEBER, Christian; GROss, Steffen; KOeRBER, Karsten; CULBERTSON, Deborah, L.; ANSPAUGH, Douglas, D.; WO2011/3796; (2011); A1;,
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932-22-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.932-22-9,4,5-Dichloro-3(2H)-pyridazinone,as a common compound, the synthetic route is as follows.

Add 4,5-dichloro-3(2H)-pyridazinone 9.00g (0.055 mol) to a 250 mL three-necked flask. 11.50 g (0.063 mol) of alpha-chloroacetophenone, 11.40g (0.083mol) of potassium carbonate with 100mL of DMF, the reaction was carried out at 60 C for 8 hours. The reaction solution was cooled to room temperature and poured into a beaker containing 150 mL of ice water. A large amount of precipitate appeared on the mixture, suction filtration, and the filter cake was washed three times with water and dried. Recrystallization from ethyl acetate / ethanol gave 12.38 g. Yield 72.8%

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai University of Engineering Science; Li Hongsen; Sun Yanwen; Wu Haolei; Wei Changheng; Gao Mei; Shen Zeyi; (16 pag.)CN108503590; (2018); A;,
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5788-58-9,5788-58-9, 4,5-Dibromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4,5-dibromo-pyridazin-3-one (2.00 g, 7.88 mmol) was dissolved N, N-dimethylformamide (10 mL), potassium carbonate (1.31 g, 9.46 mmol), iodomethane (736 muL, 11.8 mmol) and the mixture was stirred for 2 hours at 50 . The reaction mixture was concentrated under reduced pressure, the residue was diluted with water, and extracted with ethyl acetate. The organic phase was dried anhydrous sodium sulfate and concentrated under reduced pressure, the resulting residue was dissolved in ethyl acetate / methanol was added to give the title compound precipitated solid by filtered and dried (755 mg). Further, to give the title compound (1.20 g) by purifying the residue and the filtrate was concentrated under reduced pressure, and the resulting by silica gel column chromatography.

The synthetic route of 5788-58-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AJINOMOTO COMPANY INCORPORATED; UENO, HIROKAZU; HAYAKAWA, NOBUHIKO; YOKOYAMA, RYOHEI; IWASAKI, KANA; YAMAMOTO, TAKASHI; (67 pag.)JP2016/37467; (2016); A;,
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187973-60-0, 6-Iodopyridazin-3-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example B.72-Cyclopropyl-6-iodo-3-methyl-imidazo[1,2-b]pyridazine A mixture of 2-bromo-1-cyclopropylpropan-1-one (0.72 g, 2.03 mmol) and 6- iodopyridazin-3-amine (449 mg, 2.03 mmol) in 1,2-dimethoxyethane (10 ml) was refluxed under an argon atmosphere for 20 hrs. After cooling to r.t, the solvent was evaporated. The crude product was taken up in water (1 5m1) and extracted with EtOAc The organic s were dried overMgSO4, filtered and evaporated. The aqueous layer was neutralized by addition of iN NaOH and then extracted extracted with CH2C12. The organic layer was dried over MgSO4, filtered and evaporated. The two organic extracts were combinated and concentrated. The crude product was purified by silica gel chromatography using a heptane/EtOAc gradient as eluent to provide the title compound (30 mg, 5%; not clean) as light brown solid. MS (mle): 300.3 (M+H)., 187973-60-0

The synthetic route of 187973-60-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; WO2015/113980; (2015); A1;,
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17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1) In a 250ml three-vial bottle,Weigh 0.05 mol of 3,6-dibromopyridazine,0.06 mol (3,5-di-tert-butylphenyl) boric acid,100ml toluene,Stir and dissolve,Under nitrogen protection,Add 0.0025mol Pd(PPh3)4,0.1mol potassium carbonate,50 ml water and ethanol volume ratio of 1:1 mixture,Stir and warm up to 120C,Reflux reaction for 12 hours,Sampling point board,Shows no remaining 3,6-dibromopyridazine,Complete reaction;Naturally cool to room temperaturefilter,Layered filtrate,Take the organic phase and vortex it to zero fraction.Over neutral silica gel column,Intermediate 2-1 is obtained,HPLC purity 99.3%,Yield 61.2%;

17973-86-3, As the paragraph descriping shows that 17973-86-3 is playing an increasingly important role.

Reference£º
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Xu Kai; Li Chong; Zhang Xiaoqing; Zhang Zhaochao; (45 pag.)CN107880028; (2018); A;,
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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.

Intermediate 23; Ethyl (trans^-oxo-S-O-pyridazinvD-i-oxa-S-azaspiroK.deltaidecane-delta-carboxylatet; Ethyl (trans)-2-oxo-1-oxa-3-azaspiro[4.5]decane-8-carboxylate (prepared in an analogous fashion to Intermediate 15, 250 mg, 1.100 mmol), 3-chloropyridazine (for a preparation see WO2001007416, 126 mg, 1.100 mmol), trans-1 ,2-diaminocyclohexane (0.066 ml, 0.550 mmol), copper(l) iodide (105 mg, 0.550 mmol), K3PO4 (1168 mg, 5.50 mmol) were collected and shaken at 120 0C for 8 h. Solvent was removed under vacuum, rinsed with DCM (10 ml) and filtered over a separation tube. The resulting solution was then purified with Biotage SP1 , over a Silica 25M column, eluting with a gradient of DCM and Et2O. The title compound was eluted with ca 15% Et2O and recovered as a colourless solid (1 10 mg). 1H NMR (400 MHz, CDCI3): delta 8.97 (dd, 1 H), 8.56 (dd, 1 H), 7.50 (dd, 1 H), 4.20 (s, 2H), 2.55-2.46 (m, 1 H), 2.10-1.74 (m, 8h); UPLC-MS: 0.62 m, 306 [M+H]+., 1120-95-2

The synthetic route of 1120-95-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2008/92887; (2008); A1;,
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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.1722-10-7,3-Chloro-6-methoxypyridazine,as a common compound, the synthetic route is as follows.

Example 24 6,6′-dimethoxy-3,3′-bipyridazine 15 In a 100 ml two-necked flask, 1.55 g (2.1 mmol) of dichlorobis(triphenylphosphine)nickel(II), 452 mg (6.95 mmol) of zinc and 2.23 g (6.95 mmol) of tetrabutylammonium bromide are solubilized in 40 ml of freshly distilled DMF. After degassing, the solution is stirred at ambient temperature for 30 min (the green starting solution turns brown). 1 g (6.95 mmol) of 3-chloro-6-methoxypyridazine 14 is added to this solution, and the reaction mixture is heated at 55 C. for 8 hours. After the solvent has been evaporated off under reduced pressure, the residue is taken up in a saturated solution of ammonium chloride, the suspension is extracted with 4*40 ml of dichloromethane and the organic phase is dried over MgSO4 and then concentrated under reduced pressure. The reaction crude is chromatographed on silica gel (eluent:ethyl acetate/petroleum ether=4/6), to give the bipyridazine 15 with a yield of 96%. 1H NMR (CDCl3) deltappm: 4.16 (s, 6H, OCH3); 7.10 (d, 2H, J=9.3, Hpyridazine); 8.59 (d, 2H, J=9.3, Hpyriazine). 13C NMR (CDCl3) deltappm: 54.96, 118.07, 127.25, 152.40, 165.35. MS, m/z (I %): 218 (M+, 100%), 189 (M+-N2, 22%), 175 (M+t-(N2+CH3), 31%)., 1722-10-7

1722-10-7 3-Chloro-6-methoxypyridazine 74403, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.); US2010/298562; (2010); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1123169-25-4,6-Bromo-2-methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

1123169-25-4, In the reaction vessel RuPhos Indoline Precatalyst (0.058 g, 0.079 mmol) and sodium tert-butoxide (0.305 g, 3.17 mmol) were combined, followed by 6-bromo-2-methylpyridazin-3 (2H) -one (0.300 g, 1.587 mmol) and tert-butyl 1-oxa-4, 9-diazaspiro [5.5] undecane-9-carboxylate (0.488 g, 1.905 mmol) . This mixture was then evacuated and backfilled with N2 (3 times) . Then dry, degassed tetrahydrofuran (7.9 mL) was added to this flask. This mixture was heated at 80 overnight. The mixture was cooled and solvent was removed on a rotavapor. The residue was dissolved in 40 mL of EtOAc and 20 mL of water. After separation, aqueous layer was extracted with EtOAc (20mL x 2) . The organic layers were combined and washed with 20 mL brine. Then it was dried over Na2SO4. Removing solvent gave the crude product, wich was purifed by column chromatography (40g slica gel column, eluted with 100 EtOAc) to afford the title compound. LC-MS (IE, m/z) : 365 (M+1) +.

As the paragraph descriping shows that 1123169-25-4 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DONG, Shuzhi; GU, Xin; JIANG, Jinlong; SHI, Zhi-Cai; WALSH, Shawn P.; WU, Zhicai; YU, Yang; FERGUSON II, Ronald; GUO, Zhiqiang; FRIE, Jessica; SUZUKI, Takao; BLIZZARD, Timothy A.; FU, Qinghong; VANGELDER, Kelsey F.; (118 pag.)WO2016/65582; (2016); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem