Category: pyridazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84956-71-8,2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

84956-71-8, (1) Into 225 ml of a 3.0M diethyl ether solution of methyl magnesium bromide, 170 ml of an absolute ether solution of 74.40 g of 4,5-dichloro-2-tert-butyl-pyridazin-3-(2H)-one was dropwise added under cooling with ice at a temperature of from 5 to 10 C. After completion of the dropwise addition, the mixture was stirred at a temperature of from 5 to 10 C. for two hours. Then, 158 ml of 6N hydrochloric acid was added to the reaction solution, and then 600 ml of diethyl ether was added thereto for liquid separation. The ether layer was washed with a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was subjected to silica gel column chromatography. From a fraction of n-hexane:ethyl acetate=9:1, 24.45 g of oily 2-tert-butyl-5-chloro-4-methylpyridazin-3-(2H)-one, was obtained.

As the paragraph descriping shows that 84956-71-8 is playing an increasingly important role.

Reference£º
Patent; Ishihara Sangyo Kaisha Ltd.; US5763439; (1998); A;,
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

Step 1 6-Chloro-4-(1-methyl-1H-pyrazol-3-ylamino)-pyridazine-3-carboxylic acid methyl ester 4,6-Dichloro-pyridazine-3-carboxylic acid methyl ester (165 mg, 0.8 mmol) and 1-methyl-1H-pyrazol-3-amine (81 mg, 0.837 mmol) were dissolved in of N-methylpyrrolidinone (3.2 mL). The reaction was heated at 110 C. for 2 h, then cooled and concentrated in vacuo. The residue was diluted with water and then extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (sodium sulfate), filtered and concentrated in vacuo. Purification by chromatography (silica, 10 to 70% ethyl acetate in hexanes) gave 6-chloro-4-(1-methyl-1H-pyrazol-3-ylamino)-pyridazine-3-carboxylic acid methyl ester (69 mg, 32%) as a light brown solid. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 10.09 (br. s., 1H) 8.24 (s, 1H) 7.34 (d, J=2.3 Hz, 1H) 6.02 (d, J=2.3 Hz, 1H) 4.08 (s, 3H) 3.91 (s, 3H); LCMS (EI/CI) m/z: 268 [M+H]., 372118-01-9

As the paragraph descriping shows that 372118-01-9 is playing an increasingly important role.

Reference£º
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

932-22-9, 4,5-Dichloro-3(2H)-pyridazinone is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

932-22-9, Example 35; 5-(3-Cyclobutyl-2,3,4,5-tetrahydro-lH-benzo[d]azepin-7-yloxy)-2-methyl-2H-pyridazin- 3 -one; General synthesis of Example 35:; Step 1: Synthesis of 5-iodo-2H-pyridazin-3-one.; A round-bottom flask contained 4,5-dichloro-2H-pyridazin-3-one (10.0 g, 60.6 mmol) and hydriodic acid (57% in H2O, 80 mL, 606 mmol) was heated at 145 0C for 27 h. After cooled to room temperature, the black precipitation was collected by filtration and was washed with water. The black solid was stirred in water (50 mL) and was added solid sodium thiosulfate (Na2O3S2) in portion until the black color turned grey. The solid material was collected by filtration and was dissolved in 150 mL solvent (MeOH/CH2Cl2 1 :1). It was filtered and the filtrate was concentrated and dried to give 6.13 g (46%) of 5- iodo-2H-pyridazin-3one. 1HNMR (400 MHz, OMS0-d6) delta 13.25 (s, IH), 8.08 (s, IH), 7.54 (s, IH) ; MS (m/z) = 222 (M + 1).

As the paragraph descriping shows that 932-22-9 is playing an increasingly important role.

Reference£º
Patent; CEPHALON, INC.; WO2009/142732; (2009); A2;,
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Pyridazine | C4H4N2 – PubChem

63910-43-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.63910-43-0,4-Chloro-5-methoxypyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

Example 2 5.0 g (0.03 mol) of 5-chloro-4-methoxy-pyridazine-6-one and 5.0 g of potassium carbonate are initially charged in 50 ml of dimethyl sulphoxide, and 4.7 g (0.03 mol) of 2,4,5-trifluoro-benzonitrile are added at room temperature (about 20 C.). The mixture is stirred at room temperature for 2 hours and then poured into water, and precipitated product is filtered off with suction, washed with water and dried. 7.7 g (86% of theory) of 2-(2,5-difluoro-4-cyano-phenyl)-4-chloro-5-methoxy-pyridazin-3-one of melting point 182 C. are obtained.

63910-43-0 4-Chloro-5-methoxypyridazin-3(2H)-one 819793, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Bayer Aktiengesellschaft; US6551963; (2003); B1;,
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Pyridazine | C4H4N2 – PubChem

51149-08-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51149-08-7,3,6-Dichloropyridazine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 3,6-dichloro-4-carboxy-pyridazine (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 116b as a brown oil that solidifies on standing.

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

Reference£º
Patent; Roche Palo Alto LLC; US2008/45511; (2008); 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.21141-03-7,3-Amino-4-pyridazinecarboxylic acid,as a common compound, the synthetic route is as follows.

3-Aminopyridazine-4-carboxylic acid (200 mg, 1.43 mmol) and benzaldehyde(0.18 mL, 1.73 mmol) were stirred in DMF (3 mL) at 90 C for four days. The reaction mixture was allowed to cool tort and sodium triacetoborohydride (605 mg, 2.86 mmol) was added. The reaction was stirred for 16 h. The reaction was quenched with water and extracted with EtOAc. The extracts were dried (Na2S04) and concentrated. The residuewas purified by column chromatography (0-20% MeOH/DCM). The relevant fractionswere concentrated to give 6.3 mg (4%) of the title compound. 1H NMR (500 MHz, DMSO-d6): 8 8.51 (d, 1H, 5Hz), 7.63 (d, 1H, J = 5.0 Hz), 7.30-7.39 (m, 4H), 7.22-7.25 (m, 1H), 4.72 (br s, 2H). [M+H] calc’d for C1zHuN302, 230; found 230.

21141-03-7, The synthetic route of 21141-03-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; QUANTICEL PHARMACEUTICALS, INC.; CHEN, Young, K.; KANOUNI, Toufike; NIE, Zhe; STAFFORD, Jeffrey, Alan; VEAL, James, Marvin; WALLACE, Michael, Brennan; WO2014/100818; (2014); 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.7252-84-8,3-Amino-6-methoxypyridazine,as a common compound, the synthetic route is as follows.

7252-84-8, To a solution of 3-amino-6-methoxypyridazine (250 mg, 2.0 mmol) in acetonitrile (50 mL) was added 2-bromo-4?-nitroacetophenone (970 mg, 3.99 mmol), and then the reaction mixture was refluxed for 5.0 hours. The resulting mixture was filtered and the filter cake was dried under vacuum to give the title product (408 mg, 75.7%). The compound was characterized by the following spectroscopic data: ESI-MS (positive ion mode) m/z: 271.2 [M+1]+.

7252-84-8 3-Amino-6-methoxypyridazine 81673, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CHENG, Changchung; LIU, Bing; ZHANG, Yingjun; LONG, Bohua; ZHANG, Weihong; WO2015/43492; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

6082-66-2,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.

(a) 2-[(3,6-Chloro-4-pyridazinyl)thio]ethanol A solution of 3,4,6-trichloropyridazine (25 g) in tetrahydrofuran (200 ml) and triethylamine (19 ml) was treated at 0 C. (ice bath cooling) with 2-mercaptoethanol (8.33 ml) over 5 minutes. After the addition was complete, the mixture was stirred at room temperature for 72 hours. The mixture was stirred with aqueous sodium bicarbonate solution and dichloromethane and the solid was collected, washed with water, ether and pentane and dried in vacuo, giving (22.9 g). The combined aqueous and organic fraction was evaporated to half volume giving further solid, which was washed and dried as above (5.0 g). The total yield of solid (27.9 g; 91%) contained some bromo-analogue (5-10%) by NMR.

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

Reference£º
Patent; Cailleau, Nathalie; Davies, David Thomas; Esken, Joel Michael; Hennessy, Alan Joseph; Kusalakumari Sukumar, Senthil Kumar; Markwell, Roger Edward; Miles, Timothy James; Pearson, Neil David; US2008/221110; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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

Method 2: (0084) Dissolve 2-chloro-4-(1-cyclopropyl-3-tetrahydropyran-4-yl-pyrazol-4-yl)oxy-pyridine (400 mg, 1.2 mmol) in 1,4-dioxane (15 mL) in a vial. Add 2-(4-amino-2-pyridyl)propan-2-ol (266.5 mg, 1.6 mmol), cesium carbonate (568.5 mg, 1.7 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (134.6 mg, 0.23 mmol) and purge with nitrogen for 5 minutes. Add palladium(II)acetate (26.1 mg, 0.12 mmol) and purge with nitrogen for 5 minutes. Seal the vial and stir at 100 C. overnight. Cool the reaction to room temperature, filter through a CELITE plug and wash with 5% MeOH in DCM. Concentrate and purify by reverse phase chromatography (Redisep Rf Gold High Performance C18 Reverse Phase Column, 0-100% formic acid/acetonitrile (ACN) in formic acid/water). Concentrate appropriate fractions and dry under vacuum to give the title compound (341 mg; 67.3% yield). MS (m/z): 436 (M+1).

7252-84-8 3-Amino-6-methoxypyridazine 81673, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; ELi Lilly and Company; MCMILLEN, William T.; JOSEPH, Sajan; PARTHASARATHY, Saravanan; PEI, Huaxing; SAWYER, Jason Scott; BEIGHT, Douglas W.; ZHAO, Gaiying; COATES, David A.; WOLFANGEL, Craig D.; (43 pag.)US2016/96823; (2016); A1;,
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Pyridazine | C4H4N2 – PubChem

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

Ethyl 2-(6-(6-bromopyridazin-3-yl)-l-oxo-2-(2,2,2-trifluoroethyl)-l,2,3,4- tetrahydronaphthalen-2-vDacetate (22A) : Pd(dppf)Cl2 (0.154 g, 0.21 mmol) was added to a solution of 3,6-dibromo pyridazine (1 g, 4.2 mmol) in 16 mL of 1,4 dioxane-H20 (3: 1) mixture under argon atmosphere, followed by cesium carbonate (4.1 1 g, 12.61 mmol) and 1H (1.85 g, 4.2 mmol). The mixture was degassed for 5 min. The reaction mixture was refluxed for 2 h, solvent was removed under reduced pressure, and the residue was partitioned between ethyl acetate and water. The separated organic layer was dried over sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The crude product was purified by flash chromatography using 10% ethyl acetate in hexane to afford the title compound (0.8 g, 40%) as a solid. lU NMR (300 MHz, CDC13): delta 8.19 (d, J= 8.1 Hz, 1H), 8.06 (s, 1H), 7.90 (dd, J = 2.1 Hz, J2 = 8.7 Hz, 1H), 7.77 (s, 2H), 4.14 (q, J= 6.9 Hz, 2H), 3.16 (t, J= 6.0 Hz, 2H), 2.95 – 2.82 (m, 2H), 2.69 – 2.57 (m, 2H), 2.53 – 2.32 (m, 2H), 1.24 (t, J= 7.2 Hz, 3H). ESI-MS m/z: 471 (M+H)+.

17973-86-3, 17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE LLC; CHEUNG, Mui; TANGIRALA, Raghuram, S.; WO2014/74761; (2014); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem