Category: 1121-79-5

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-79-5,3-Chloro-6-methylpyridazine,as a common compound, the synthetic route is as follows.

[Reference Example 35] 3-Hydrazino-6-methylpyridazine [Show Image] Hydrazine monohydrate (45 mL) was added to a suspension of 3-chloro-6-methylpyridazine (3.00 g) in ethanol (45 mL), and the resultant mixture was heated to reflux for 2.5 hours. After air cooling, a residue obtained by evaporating the solvent of the reaction solution under reduced pressure was purified by silica gel chromatography (chloroform-methanol-water (a lower layer solvent of 7: 3: 1 (v/v)), to obtain the title compound (2.35 g, 81%) as a solid. 1H-NMR(400MHz, DMSO-d6)delta: 2.39(3H, s), 4.20(2H, br), 6.94(1H, d, J=9.3Hz), 7.18(1H, d, J=9.3Hz), 7.64(1H, br). ESI-MSm/z: 125(M+H)+.

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; DAIICHI PHARMACEUTICAL CO., LTD.; EP1785418; (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.1121-79-5,3-Chloro-6-methylpyridazine,as a common compound, the synthetic route is as follows.

Potassium dichromate (3.3 g, 11.2 mmol) was added in portions to a solution of 3-Chloro-6-methyl-pyridazine (1.2 g, 9.3 mmol) in [H2SO4] (10 ml). After addition the mixture is stirred at 50 [C] on. The reaction was pored on ice and the mixture was extracted three times with diethyl ether. The combined organic phases were dried and concentrated to give the title compound (840 mg, 57%). [LC-MS] [(M++1)] : 159 and 161 (3: 1).

1121-79-5, As the paragraph descriping shows that 1121-79-5 is playing an increasingly important role.

Reference£º
Patent; ASTRA ZENECA AB; NPS PHARMACEUTICALS, INC.; WO2004/14881; (2004); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-79-5,3-Chloro-6-methylpyridazine,as a common compound, the synthetic route is as follows.

2 M Aqueous Na2CO3 solution (1.13 ml.) is added to a mixture of (2R.6R, 11 S)-6, 11 -dimethyl- 8-(4.4.5.5-tetramethyl-[1 .3.2]dioxaborolan-2-yl)-1 .2.5.6-tetrahydro-4H-2,6-methano- benzo[d]azocine-3-carboxylic acid tert-butyl ester (483 mg) and 3-chloro-6-methyl-pyridazine (218 mg) in dimethylformamide (2 ml_). The resulting mixture is flushed with argon and then 1 ,1 ‘-bis(diphenylphosphino)ferrocene-palladium dichloride dichloromethane complex (73 mg) is added. The mixture is heated to 100 0C and stirred at this temperature overnight. After cooling to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The combined organic extracts are washed with water and brine and dried (MgSO4). The solvent is removed under reduced pressure and the residue is taken up in CH2CI2 (3 ml.) and treated with F3CCO2H (0.5 ml.) for 1 h. Then, the solution is concentrated and the residue is purified by HPLC on reversed phase (MeCN/H2O/NH3) to afford the title compound.Yield: 225 mg (68% of theory) Mass spectrum (ESI+): m/z = 294 [M+H]+, 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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/63061; (2009); 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

To a stirred solution of 3-chloro-6-methylpyridazine (5.0 g, 39.0 mmol) in concentrated H2S04 (20.0 mL) was added K2Cr207 (13.7 g, 46.8 mmol) in portions at 0 C. After addition the mixture was heated to 50 C for 2 h, the mixture was poured into ice. The water layer was extracted with EtOAc six times. The organic phase was dried and concentrated to give 6-chloropyridazine-3-carboxylic acid (2.5 g, 40%). MS (ESI) calcd for C5H3C1N202: 157.99., 1121-79-5

The synthetic route of 1121-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SIRTRIS PHARMACEUTICALS, INC.; BLUM, Charles, A.; SPRINGER, Stephanie, K.; VU, Chi, B.; WO2013/59589; (2013); A1;,
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

To a solution of the commercially available starting material 101 in CHCl3, trichloroisocyanuric acid (TCCA) was added at 60 C. Then the solution was stirred for 1.5 hrs, cooled, and filtered with HiFlo-Celite. The filtrate was concentrated and dried with vacuum. The yield was 5.037 g of compound 102.

1121-79-5, The synthetic route of 1121-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GILEAD SCIENCES, INC.; Delaney, William E.; Link, John O.; Mo, Hongmei; Oldach, David W.; Ray, Adrian S.; Watkins, William J.; Yang, Cheng Yong; Zhong, Weidong; US2013/273005; (2013); A1;,
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

3-Chloro-6-methylpyridazine (1.00 eq), 2-(dicyclohexylphosphino)biphenyl (0.05 eq), 2,4-bis(trifluoromethyl)phenylboronic acid (1.85 eq), 1,2-dimethoxyethane and aqueous potassium carbonate solution were all charged into a reactor. After degassing three times with nitrogen, palladium acetate (0.025 eq) was charged and the content is heated and agitated under reflux until the reaction was deemed complete.The reaction mixture was cooled to 22 C. Heptane was charged, followed by addition of Celite. After agitating for ca. 30 minutes at 22 C., the mixture was filtered into the first reactor, rinsing forward with a mixture of 1,2-dimethoxyethane and Heptanes. The layers of the filtrate are separated.To the organic layer was charged borane trimethylamine complex (0.03 eq), water, and acetic acid. The resultant mixture with a pH at maximum 4 was agitated for 1-2 h at 22 C. and then refluxed at ca. 80 C. for 2-3 h. After cooling back to 22 C., the mixture was adjusted to pH 10-11 with addition of 5% aq. sodium hydroxide while maintaining the content at 22 C. and then agitated for 1-2 h. The mixture was filtered and the layers were separated. The aq. layer was disposed of and the organic layer was filtered through ZetaCarbon cartridges into the in-process cleaned first reactor, rinsing forward with 1,2-dimethoxyethane through the carbon cartridges.The filtrate was concentrated under vacuum with a maximum jacket setting of 60 C. Heptane was charged and the contents were further concentrated under vacuum with a maximum jacket setting of 60 C. Additional Heptane was charged to the concentrate and the 1,2-dimethoxyethane (DME) content (maximum 0.5%) of the mixture was checked by NMR. After adjusting to 85 C. and agitating for ca. 1 h, the mixture was polished filtered hot through a filter into the second reactor.The filtrate in the second reactor was adjusted to reflux and then agitated for 1 h. With ramp cooling and moderate agitation, the mixture is cooled from reflux to 0 to 6 C. over a period of minimum 4 h and then agitated at 0 to 6 C. for 1 h.The product was filtered, washed with ambient temperature Heptanes and dried under vacuum at a maximum of 40 C. until loss on drying is maximum 1%. w/w Mole v/w Materials M.W. Ratio Ratio Ratio 2,4-Bis(trifluoromethyl)phenyl- 257.92 4.00 1.85 – boronic acid Borane trimethylamine complex 72.92 0.018 0.03 – 3-Chloro-6-methylpyridazine 128.56 1.00 1.00 – Diatomaceous earth (celite) N/A 0.30 – – Di(cyclohexyl)phosphinobiphenyl 350.49 0.14 0.05 – 1,2-Dimethoxyethane 90.12 12.00 – 13.80 Drinking water 18.02 3.75 – 3.75 Glacial acetic acid 60.05 0.05 0.10 – Heptanes 100.21 20.40 – 29.80 Palladium (II) acetate 224.49 0.044 0.025 – Potassium carbonate, 138.21 2.15 2.00 – Sodium hydroxide, 5% solution 40.00 – – –

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; Gilead Sciences, Inc.; K.U. Leuven Research & Development; Gerhard Puerstinger; US2009/36460; (2009); A1;,
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

PREPARATION 2 SYNTHESIS OF 6-CHLOROPYRIDAZINE-3-CARBOXYLIC ACID To a mechanically stirred solution of 3-chloro-6-methylpyridazine (155.6 mmol) in 140 mL of concentrated sulfuric acid, finely powdered potassium dichromate (55.40 g) was added slowly, the temperature being kept below 50 C. When the addition was complete, stirring was continued for another 4 hours at 50 C. The viscous, dark green liquid was then cooled and crushed ice was added cautiously. The reaction mixture was extracted with ethyl acetate (6 x 400 mL). The ethyl acetate extracts were combined, dried over anhydrous Na2SO4. The solvent was concentrated in vacuo to yield slightly red colored 6-chloropyridazine-3-carboxylic acid (106.6 mmol). This material was used for next reaction without further purification. Yield 69%. m.p. 145C (dec). 1H NMR (300 MHz, DMSO-d6) delta 13.1, 8.20, 8.05., 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; Xenon Pharmaceuticals Inc.; Abreo, Melwyn; Chafev, Mikhail; Chakka, Nagasree; Chowdhury, Sultan; Fu, Jian-Min; Gschwend, Heinz, W.; Holladay, Mark, W.; Hou, Duanjie; Kamboj, Rajender; Kodumuru, Vishnumurthy; Li, Wenbao; Liu, Shifeng; Raina, Vandna; Sun, Sengen; Sun, Shaoyi; Sviridov, Serguei; Tu, Chi; Winther, Michael, D.; Zhang, Zaihui; (94 pag.)EP2316827; (2016); B1;,
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

A. To a mechanically stirred solution of 3-chloro-6-methylpyridazine (155.6 mmol) in 140 mL of concentrated sulfuric acid, finely powdered potassium dichromate (55.40 g) was added slowly, the temperature being kept below 50 C. When the addition was complete, stirring was continued for another 4 hours at 50 C. The viscous, dark green liquid was then cooled and crushed ice was added cautiously. The reaction mixture was extracted with ethyl acetate (6*400 mL). The ethyl acetate extracts were combined, dried over anhydrous Na2SO4. The solvent was concentrated in vacuo to yield slightly red colored 6-chloropyridazine-3-carboxylic acid (106.6 mmol). This material was used for next reaction without further purification. Yield 69%. m.p. 145 C. (dec). 1H NMR (300 MHz, DMSO-d6) delta 13.1, 8.20, 8.05., 1121-79-5

As the paragraph descriping shows that 1121-79-5 is playing an increasingly important role.

Reference£º
Patent; XENON PHARMACEUTICALS INC.; US2008/125434; (2008); A1;,
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

Step H: A round bottomed flask was charged with the triflate (0.20 g, 0.44 mmol) from step G above, bis(pinacolato)diboron (0.12 g, 0.48 mmol) and potassium acetate (0.13 g, 1.33 mmol) and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (36 mg, 0.04 mmol) in DMF (3 mL). The mixture was refilled with nitrogen three times and then stirred at 80 C. for 1 hour. The mixture was cooled to room temperature. Cesium carbonate (0.43 g, 1.33 mmol), 3-chloro-6-methylpyridazine (0.10 g, 0.67 mmol) and water (2 mL) were added. The mixture was refilled with nitrogen three times and then stirred at 60 C. for 2 hours. After cooling, the mixture was partitioned between methylene chloride and water. The aqueous phase was extracted with methylene chloride. The combined extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (10:1 methylene chloride/methanol) to yield the desired benzazepine (70 mg, 46%) as an off-white solid.

1121-79-5, The synthetic route of 1121-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMR Technology, Inc.; US2007/21408; (2007); A1;,
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

A mixture of 3-chloro-6-methyl-pyridazine (4 g, 31.2 mmol) in CHCI3 (80 mL) was added l ,3,5-trichloro-[l ,3,5]triazinane-2,4,6-trione (2.47 g, 10.4 mmol) at room temperature. The mixture was refluxed till the reaction was over. The mixture was concentrated to give the residue, which was purified by column to give 3-chloro-6-chloromethyl-pyridazine (2.5 g, 49.3% yield). 1H NMR(400 MHz, CDC13) delta ppm 7.69 (d, J = 8.8 Hz, 1H), 7.56 (d, J = 8.8 Hz, 1H), 4.86 (s, 2H), ES-LCMS m/z 163 (M+ )+.

1121-79-5, The synthetic route of 1121-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE LLC; QIN, Donghui; CHRISTENSEN, IV, Siegfried Benjamin; WU, Chengde; ZHANG, Zhiliu; YU, Haiyu; YUAN, Jiangxing; LIN, Xiaojuan; XU, Shanli; LV, Maoyun; YAO, Chen; LI, Lei; HUANG, Xing; GAO, Min; WO2013/166621; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem