Heterocyclic Building Blocks-Pyridazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19064-64-3,3,6-Dichloro-4-methylpyridazine,as a common compound, the synthetic route is as follows.

PREPARATION 16; 3-Bromo-6-chloro-7-methylimidazo[1,2- )]pyridazine a) 6-Chloro-5-methylpyridazin-3-amine (+ 6-chloro-4-methylpyridazin-3-amine) Ammonia (32% solution in water, 54 mL) was added to a solution of 3,6-dichloro-4- methylpyridazine (5.0 g, 30.67 mmol) in ethanol (25 mL) in a sealed tube. The resulting mixture was stirred at 100 C for 70 hours, cooled down and the solvent was removed under reduced pressure. The residue was purified by flash chromatography (3:2 hexanes/ethyl acetate to 100% ethyl acetate) to yield the title compound (3.8 g, 57%) as a mixture of two isomers which was used in the next step without further purification.LRMS (m/z): 144 (M+1)+., 19064-64-3

As the paragraph descriping shows that 19064-64-3 is playing an increasingly important role.

Reference£º
Patent; ALMIRALL,S.A.; GONZALEZ RODRIGUEZ, Jacob; VIDAL JUAN, Bernat; VIDAL GISPERT, Laura; BACH TANA Jordi; WO2012/69202; (2012); A1;,
Pyridazine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.289-80-5,Pyridazine,as a common compound, the synthetic route is as follows.

General procedure: Pyridazine (1.0 eq.) and an alkyl halide (1.1 eq.) were added totoluene (15 mL) and placed in a closed vessel and exposed to irradiation for 5 h at 70 C in a sonicator until a precipitate was formed. The obtained solid was filtered and washed with ethyl acetate to afford the desired pyridazinium IL, 289-80-5

The synthetic route of 289-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Messali, Mouslim; Almtiri, Mohammed N.; Abderrahman, Bousskri; Salghi, Rachid; Aouad, Mohamed R.; Alshahateet, Solhe F.; Ali, Adeeb A-S.; South African Journal of Chemistry; vol. 68; (2015); p. 219 – 225;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

141-30-0, 3,6-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3,6-dichloropyridazine (10 g, 67 mmol), sodium iodide (13.5 g, 90 mmol), and 45% aq. H1 (60 mmol) was stirred at 40 C. for 4 h. The reaction mixture was cooled to room temperature and poured into cold NaOH solution. The mixture (pH>9) was stirred for 10 min and extracted with (100 mL*3). The combined organic solution was washed with brine, dried and concentrated in vacuo to give 6-chloro-3-iodopyridazine 13.6 g, 85%.

141-30-0, The synthetic route of 141-30-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kalypsys, Inc.; US2005/234046; (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.1122-63-0,1-(Pyridazin-3-yl)ethanone,as a common compound, the synthetic route is as follows.

Step 1 1-Methoxy-2-(pyridazin-3-yl)propene Prepared according to the method of Example 12, Step 1, using 3-acetylpyridazine. 1 H NMR (360 MHz, CDCl3) delta 2.15 (3H, d, J=1.3 Hz), 3.78 (3H, s), 6.49 (1H, d, J=1.2 Hz), 7.33 (1H, dd, J=8.8 and 4.8 Hz), 8.16 (1H, dd, J=8.8 and 1.6 Hz), 8.95 (1H, dd, J=4.8 and 1.6 Hz)., 1122-63-0

As the paragraph descriping shows that 1122-63-0 is playing an increasingly important role.

Reference£º
Patent; Merck Sharp & Dome Ltd.; US5973156; (1999); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5469-69-2, 3-Amino-6-chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3-amino-6-chloropyridazine (19.2 g,148 mmol; CASNo. 5469-69-2) in EtOH (500 mL) was added 10% Pd catalyst on 1940 carbon (unreduced, 55% water). Triethylamine (50 mL) was added and the mixture was hydrogenated under 500 psi/mole for 1.9 h. The reaction was filtered and the ethanol was washed with aqueous NH4CI. The organic layer was concentrated to give pyridazin-3-amine as a white solid (11 g, 78% yield). MS (APCI 10V) AP+1 96.2. To a suspension of pyridazin-3-amine (5 g, 50 mmol) in THF (50 mL) and CH3CN (70 mL) was added pyridine (5.10 mL, 63.1 mmol) followed by phenyl chloroformate (6,95 mL, 55.2 mmol) slowly. The reaction was stirred overnight. The reaction was filtered to remove the precipitate. The filtrate was concentrated and then taken up in CH2CI2 which was washed with water. The organic layer was dried using SPE phase separators and concentrated. The residue was purified by silica gel column chromatography (0-5% MeOH/CH2CI2). An undesired side product eluted first followed by the title compound which was concentrated to give a white solid (7.5 g, 70% yield). MS (APCI 10V) AP+1 216.12; 1H NMR (400 MHz1 DMSO-d6) delta ppm 7.20 – 7.24 (m, 2 H) 7.25 – 7.28 (m, 1 H) 7.39 – 7.44 (m, 2 H) 7.64 – 7.69 (m, 1 H) 8.05 (dd, 1 H) 8.94 (dd, 1 H) 11.34 (s, 1 H)., 5469-69-2

5469-69-2 3-Amino-6-chloropyridazine 21643, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; WO2009/127946; (2009); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5788-58-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5788-58-9,4,5-Dibromopyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

To a stirred solution of 1-(2,2-dimethylpropyl)piperazine (100 mg, 0.397 mmol, 1 equiv.) and DIEA(102.58 mg, 0.794 mmol, 2 equiv.) in DMF(2 mL) was added 4,5-dibromo-2,3- dihydropyridazin-3-one (93 mg, 0.595 mmol, 1.2 equiv.) in portions at 100 degrees C for 12 hours. The reaction liquid was purified by Prep-HPLC with the following conditions (Column: XBridge Prep C18 OBD Column 19¡Á150mm 5um; Mobile Phase A: Water(10 mmol/L (0276) NH4HCO3), Mobile Phase B: MeCN; Flow rate: 20 mL/min; Gradient: 50% B to 70% B in 9 min; 254/220 nm; Rt: 6.27 min) to afford 4-bromo-5-[4-(2,2-dimethylpropyl)piperazin-1-yl]-2,3- dihydropyridazin-3-one (19.4mg,9.21%) as a white solid

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

Reference£º
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1121-79-5, 3-Chloro-6-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE l; EPO 2-(6-(4-[2-(rTrifluoromethyl’)benzoyl1piperazin-l-v?pyridazin-3-yl)-l,3-benzothiazole; Step 1; 6-Chloropyridazine-3 -carboxylic acid; To concentrated sulfuric acid (175 mL) in a flask equipped with a mechanical stirrer was added 3-chloro-6-methylpyridazine (25 g, 194 mmol). To the resulting solution was added K2Cr2O7 (69 g, 234 mmol) portionwise over 40 min, using a cold water bath to maintain the internal temperature below 65 0C. The reaction was then maintained at 60 0C for 3 h. The mixture was cooled and quenched by the addition of ice, then poured onto 200 g ice and extracted eight times with EtOAc. The combined organic layers were washed with brine, dried over MgSO4 and evaporated to give the title compound., 1121-79-5

1121-79-5 3-Chloro-6-methylpyridazine 227254, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK FROSST CANADA LTD.; WO2007/9236; (2007); 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.19064-64-3,3,6-Dichloro-4-methylpyridazine,as a common compound, the synthetic route is as follows.

A suspension of 3,6-dichloro-4-methyl-pyridazine (3 g, 18.40 mmol) in concentrated ammonia (20 mL, 1.057 mol) in a sealed vessel was heated to 130 C for 15 h. After cooling to rt, it was diluted with water and filtered. The solid was dried under reduced pressure and used directly in the next step (2.2 g). NMR showed it contained two isomers; 6-chloro-4-methyl-pyridazin-3-amine and 6-chloro-5-methyl-pyridazin-3-amine in about 1:1.8 ratio., 19064-64-3

The synthetic route of 19064-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; FARMER, Luc J.; FOURNIER, Pierre-Andre; LESSARD, Stephanie; LIU, Bingcan; ST-ONGE, Miguel; STURINO, Claudio; SZYCHOWSKI, Janek; YANNOPOULOS, Constantin; WO2015/48245; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

120276-59-7, 3-Chloro-6-(chloromethyl)pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

120276-59-7, A mixture of 3-chloro-6- (chloromethyl)pyridazine (835 mg, 5.12 mmol) and NaN3 (433 mg, 6.66 mmol) in DMF (10 mL) was stirred overnight at RT. Water was added and the mixture was extracted with EtOAc (3x). The combined organic layers were washed with brine, dried over anh. Na2S04, filtered and concentrated. The crude material was purified by silica gel chromatography (0-50% EtOAc in hexanes) to provide 3-(azidomethyl)-6- chloropyridazine (700 mg, 4.13 mmol, 81% yield) as an off-white solid. MS (ESI, pos. ion) m/z: 170.0 (M+l). .H NMR (400 MHz, CDC13) delta ppm 7.57 (s, 2 H), 4.76 (s, 2 H).

The synthetic route of 120276-59-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; D’AMICO, Derin C.; HERBERICH, Bradley J.; JACKSON, Claire L.M.; PETTUS, Liping H.; TASKER, Andrew; WANG, Hui-Ling; WU, Bin; WURZ, Ryan; WO2012/148775; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

19064-65-4, 3-Methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reagent 53-Methoxy-4-(tributylstannyl)pyridazine2,2,6,6-Tetramethylpiperidine (10.4 mL, 61.51 mmol) in ether (125 mL) was cooled to -30 C. and treated with n-BuLi (24.6 mL, 61.51 mmol). The reaction solution was warmed to room temperature for 30 minutes, and then cooled to -75 C. 3-Methoxypyridazine (3.10 g, 26.75 mmol) in ether (10 mL) was added slowly at -75 C. After ten minutes, tributylchlorostannane (10.45 g, 32.09 mmol) was added all at once and stirred at -75 C. for another forty-five minutes. The reaction was queched with a mixture of wet ether (50 mL)/saturated NH4Cl (50 mL), warmed to RT, diluted with ether (1000 mL) and washed with half-saturated NH4C twice The organic layer was dried through MgSO4, filtrated and evaporated to dry to give a yellow oil. The crude material was added to a silica gel column and was eluted with 0-20% ethyl acetate in hexane to give a blue liquid (2.09 g, 19.58% yield) as the title compound. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 8.68 (d, J=4.2 Hz, 1 H) 7.43 (d, J=4.2 Hz, 1 H) 4.09 (s, 3 H) 1.44-1.57 (m, 6 H) 1.31 (sextet, J=7.3 Hz, 6 H) 0.99-1.23 (m, 6 H) 0.88 (t, J=7.2 Hz, 8 H. MS APCI, m/z=397/399/401 (M+H). HPLC 4.04 min.

19064-65-4, The synthetic route of 19064-65-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; US2008/318943; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem