Category: 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.

EXAMPLE 55; 3-(l-(5-Ethylpyrimidin-2-yl)piperidin-4-yl)-N-(2-methyl-6-(methylsulfonyl) pyridin-3-yl)-[l,2,4]triazolo[4,3-b]pyridazin-8-amineStep 1: 3,6-Dichloro-N-(2-methyl-6-(methylsulfonyl)pyridin-3-yl)pyridazin-4- amine [0394] A 100-mL round-bottom flask was charged with a solution of 2-methyl- 6-(methylsulfonyl)pyridin-3-amine (500 mg, 2.69 mmol) in tetrahydrofuran (50 mL), sodium hydride (269 mg, 11.2 mmol), and 3,4,6-trichloropyridazine (1 g, 5.49 mmol). The resulting solution was stirred for 16 hrs at room temperature. The reaction was then quenched with brine (50 mL), extracted with ethyl acetate (4×50 mL). Combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated to give a residue. This residue was purified by a silica gel column chromatography eluted with dichloromethane/ethyl acetate (2/1) affording 3,6-dichloro-N-(2-methyl-6-(methylsulfonyl)pyridin-3-yl)pyridazin-4-amine as pale yellow solid (0.75 g, 84%)., 6082-66-2

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

Reference£º
Patent; KALYPSYS, INC.; KAHRAMAN, Mehmet; SMITH, Nicholas, D.; BONNEFOUS, Celine; NOBLE, Stewart, A.; PAYNE, Joseph, E.; WO2010/88518; (2010); 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.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.,6082-66-2

1. Intermediates Scheme 1: 3,4,6-trichloropyridazine CAS number 6082-66-2 Intermediate 1: 3,4-bis(Benzyloxv)-6-chloropyridazine Phenylmethanol (6.72 g, 62.2 mmol) was added dropwise to a suspension of sodium hydride (60 % suspension in mineral oil; 2.486 g, 62.2 mmol) in tetrahydrofuran (total volume: 100 ml) at room temperature. The resulting mixture was stirred for 1 hour and then cooled to 0 C before 3,4,6-trichloropyridazine (5.7 g, 31.1 mmol) was added portionwise over 10 minutes. The reaction was then allowed to warm to room temperature and stirred for 16 hours before being poured into water and extracted with ethyl acetate (twice). The organic layer was washed with brine, dried (magnesium sulphate) and evaporated. The residue was purified by silica chromatography (eluting with 5-20 % ethyl acetate in petrol containing 5 % tetrahydrofuran) to yield 3,4- bis(benzyloxy)-6-chloropyridazine (4.0 g, 12.24 mmol, 39.4 % yield) as the major product. ? NMR (400 MHz, DMSO-d6): delta ppm 7.31 – 7.52 (m, 1 1 H) 5.51 (s, 2 H) and 5.31 (s, 2 H).

The synthetic route of 6082-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FARNABY, William; FIELDHOUSE, Charlotte; HAZEL, Katherine; KERR, Catrina; KINSELLA, Natasha; LIVERMORE, David; MERCHANT, Kevin; MILLER, David; WO2013/27000; (2013); 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.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.,6082-66-2

(b) 2-[(3,6-Dichloro-4-pyridazinyl)oxy]ethanol; A solution of ethylene glycol (55 ml) in tetrahydrofuran (200 ml) was treated at around O0C (ice bath cooling) with sodium hydride (60% dispersion in oil, 5.9 g) over 40 minutes. After the addition was complete, 3,4,6-trichloropyridazine (27 g) containing isomers of bromo-dichloropyridazine as impurity was added portionwise and washed in with more dry THF (50ml) and the mixture was stirred at O0C for 1 hour and then at room temperature overnight. The mixture was concentrated (to 1/3 volume) then diluted with aqueous sodium bicarbonate solution and extracted with chloroform (5x) and ethyl acetate (3x). The combined organic extracts were washed with water, dried over sodium sulphate and evaporated and the solids filtered off and washed with CHCI3 (x3) and dried in a vacuum oven overnight at 4O0C affording a white solid (25.5 g, 83%), containing some bromo-derivative (10-15%). MS (+ve ion electrospray) m/z 209/211 (MH+). MS (+ve ion electrospray) m/z 255/7 (MH+), bromo-derivative.

As the paragraph descriping shows that 6082-66-2 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2008/3690; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

6082-66-2, 3,4,6-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6082-66-2

1.2. 2-[4-(3,6-dichloropyridazin-4-yl)-piperazin-1-yl]-ethanol In a 50mL round bottom flask, 9.18g (0.05 mol) of 3,4,6-trichloro-pyridazine, 5.30g (0.05 mol) of anhydrous sodium carbonate and 20mL of N,N-dimethylacetamide (DMA) were added, stirred at room temperature, then 6.54g (0.05mol) of 2-(piperazin-1-yl)-ethanol (dissolved in 10ml DMA) was added dropwise slowly, stirred overnight, filtered on the next day. 100mL of distilled water was added into the filter cake and stirred, then filtered again to obtain 10.20g of a white solid, yield: 73.6%, m.p.139~ 141C. 1H-NMR(400MHz, CDCl3) deltappm: 2.57(br, 1H), 2.66~2.68(t, 2H, J=5.12Hz), 2.73~2.76(t, 4H, J=4.76Hz), 3.36~3.38(t, 4H, J=4.52Hz), 3.68~3.71(t, 2H, J=5.04Hz), 6.88(s, 1H). 13C-NMR(400MHz, DMSO-d6) deltappm: 155.14, 149.43, 148.70, 116.64, 60.00, 58.49, 52.44, 48.90. EI-MS m/e: 276.1[M+, 100], 280{[M+4]+, 100}, 245.0, 207.1, 175.1, 100.1, 70.1.

The synthetic route of 6082-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; EP1900735; (2008); 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

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.

To a solution of 3,4,6-trichloro-pyridazine (59) (364 mg, 2 mmol ) and piperidin- 4-yl-methanol (35) (253 mg, 2.2 mmol ) in DMSO (5 mL) was added Et3N (404 mg, 4 mmol). The reaction mixture was stirred at 100C overnight. The reaction mixture was diluted with water, extracted with EtOAc (30 mL x 3). The combined organic extracts were washed with water (30 mL) and brine (30 mL), dried over Na2S04 and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash column chromatography on silica gel to give [l-(3,6- dichloro-pyridazin-4-yl)-piperidin-4-yl]-methanol (60) (292.3 mg, 1.12 mmol, yield 75.99%)0 ESI-MS (M+l): 262 calc. for Ci0Hi3Cl2N3O 261.

As the paragraph descriping shows that 6082-66-2 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; HU, Essa; LIU, Qingyian; PICKRELL, Alexander J.; RUMFELT, Shannon; RZASA, Robert M.; ZHONG, Wenge; WO2011/143365; (2011); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

6082-66-2, 3,4,6-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 3,4,6-trichloropyridazine (2.0 g, 8.78 mmol) (World Patent WO2007/115947, 2007) in anhydrous dimethylformamide (15 mL) was added solid potassium carbonate (2.42 g, 17.6 mmol). The flask was cooled to 0 C. and a solution of N-Boc-piperazine (1.80 g, 9.65 mmol), in anhydrous DMF (5 mL) was added drop-wise. The mixture was allowed to warm to room temperature and stirred for a further 3 h. The reaction mixture was partitioned between ethyl acetate (50 mL) and water (50 mL). The organic layer was washed with an aqueous solution of sodium chloride (50 mL) and dried via hydrophobic frit. The resulting solution was concentrated to give a pale brown solid. The residue was purified by flash chromatography (silica gel, 20% EtOAc/isohexane) to give 3.21 g (94%) of the title compound as a pale cream solid. 1H NMR delta (ppm)(DMSO-d6): 1.40 (9 H, s), 3.27-3.34 (4 H, m), 3.50-3.62 (4H, m), 7.42 (1H, s)., 6082-66-2

As the paragraph descriping shows that 6082-66-2 is playing an increasingly important role.

Reference£º
Patent; Institute for OneWorld Health; US2010/267706; (2010); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem