Category: 289-80-5

289-80-5, Pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: 2-Tosv^23 iihvdn)Pvridazine-3-carbonitrile A solution of pyridazine (5 mL, 69.12 mmol) (Sigma-Aldrich), aluminum chloride (28 mg, 0.21 mmol) and TMSCN (16.75 mmol) in DCM (60 mL) was stirred under a nitrogen atomosphere at 0 ?C for 20 min. A solution of TsCl (22.75g, 119.7 mmol) in DCM (40 mL) was added dropwise. The reaction was warmed to room temperature, stirred for an additional 60h, and concentrated in vacuo. The residue ws washed with EtOH (150 mL) and the resulting solids were filtered to afford the title compound 1-b (15 g, 83%). NMR (300 MHz, CDC13) 57.93 (d, J = 8.4 Hz, 2H), 7.38 (d, J = 1.8 Hz, 2H), 6.23-6.21 (m, 2H), 5.79 (d,J- 6.3 Hz, 1H), 2.44 (s, 3H). LC-MS: (M + H)+= 262.

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ZHOU, Changyou; ZOU, Wuxin; HUA, Yuxia; DANG, Qun; WO2011/133444; (2011); 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.289-80-5,Pyridazine,as a common compound, the synthetic route is as follows.

General procedure: To a solution of the corresponding [1,2,3]triazolo[1,5-a]pyridine 1 in anhydrous toluene at -40 C under an argon current, a solution of 1.6 n-BuLi in hexane (1.1 equiv) was added with stirring; a deep red color developed. The mixture was kept at -40 C for 4 h. The azine (1.1equiv) in dry toluene solution was added and the mixture was kept inthe cold bath at -40 C for 2 h. The solution was treated with a saturateds olution of NH4Cl followed by aq KMnO4 solution for 30 min at r.t. The mixture was filtered over Celite, the organic and aqueous layers were separated, the aqueous layer was extracted with CH2Cl2, the combined organic extracts were dried (Na2SO4), and the solution was filtered and concentrated to give the crude product., 289-80-5

As the paragraph descriping shows that 289-80-5 is playing an increasingly important role.

Reference£º
Article; Adam, Rosa; Abarca, Belen; Ballesteros, Rafael; Synthesis; vol. 49; 22; (2017); p. 5059 – 5066;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

289-80-5,289-80-5, Pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The mixture of pyridazine (l -Im-8, l eq), TMSCN (1.8eq) and A1C13 (O.O l eq) in dry DCM was stirred for lh under Ar at 0 C, then TosCl (1.72 eq) was added. The resulting mixture was stirred for 48h under Ar at rt. The solvent was removed under reduced pressure, then the residue was treated with EtOH and the reaction was filtered give a solid. The solid was added to dry THF, then DBU (1.2eq) was added to the mixture. The mixture was stirred for 2 h under Ar at rt, then aqueous NH4CI was added and the mixture was extracted with EtOAc, the organic layer was dried with Na2S04, concentrated and the residue was purified by silica column chromatography to give pyridazine-3-carbonitrile (compound 2-Im-8).

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

Reference£º
Patent; ELAN PHARMACEUTICALS, INC.; GALEMMO, Robert, A., Jr.; ARTIS, Dean, Richard; YE, Xiaocong, Michael; AUBELE, Danielle, L.; TRUONG, Anh, P.; BOWERS, Simeon; HOM, Roy, K.; ZHU, Yong-Liang; NEITZ, R., Jeffrey; SEALY, Jennifer; ADLER, Marc; BEROZA, Paul; ANDERSON, John, P.; WO2011/79114; (2011); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

289-80-5, Pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,289-80-5

The synthesis of 3 was similar to that of complex 1, but pyromellitic acid (H4pma) was used instead of H3btc. And clear yellowish crystals of 3 were obtained in 81% yield based on Ag. Elemental analysis: Anal. Calc. for Ag2C9H5N2O4: C, 25.684; H, 1.197; N,6.656. Found: C, 25.59; H, 1.28; N, 7.06%. Selected IR peaks (cm1): 3410 (m), 3072 (w), 3010 (w), 1576 (s), 1481 (m), 1411 (s), 1315 (m), 1264 (m), 1131 (m), 1054 (w), 972 (m), 920 (w), 857 (m), 805 (m), 767 (m), 670 (m), 576 (w), 525 (m), 435(m).

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

Reference£º
Article; Wang, Dan-Feng; Zhang, Ting; Dai, Si-Min; Huang, Rong-Bin; Zheng, Lan-Sun; Inorganica Chimica Acta; vol. 423; PART A; (2014); p. 193 – 200;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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.

50 mL of ammonia was condensed in a 200 mL, 3-NECK flask equipped with dry ice condenser. After the addition of a crystal of Fe (N03) 3, potassium (468 mg, 12.0 mmol) was added in small pieces AT-78 C. The cooling bath was removed and the intense dark blue mixture was brought to a gentle reflux until a light grey slurry was obtained. After cooling TO-78 C, 0.35 mL (4.80 mmol) of pyridazine was added and the mixture was stirred for 10 minutes. Solid KM : NO4 (2. 65 g, 16. 8 mmol) was added in small portions, the cooling bath was removed, and the mixture was stirred for 10 minutes The reaction was carefully quenched with 1.2 g of solid ammonium chloride. 20 mL of methanol was added and the ammonia was left to evaporate in the hood. The black mixture was filtered through CELIEZ filter aid, the filtrate was concentrated in vacuo, and the resulting black solid was purified on SI02 (100% CH2CL2 to 10% MeOH in CH2C12, gradient) to yield pyridazin-4-ylamine as a brownish solid (380 mg; 83% yield). Bromination of pyridazin-4-ylamine was performed in the same manner as for the preparation of 4-amino-3-bromo-2,6-dimethylpyridine. Chromatography on Si02 (20% ethyl acetate in hexanes to 100% ethyl acetate, gradient, followed by 2% methanol in ethyl acetate) yielded 4- amino-3-bromopyridazine (first eluting: 15% yield) and 4-amino-5-bromopyridazine (second eluting: 5% yield) as tan solids.

#N/A

Reference£º
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/30213; (2005); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

289-80-5, Pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of pyridazine (2.0 g, 25.0 mmol) in DCM (300 mL), were added trimethylsilyl cyanide (6 mL, 45 mmol) and aluminum chloride (10 mg, 0.075 mmol). After stirring the reaction mixture at RT for 10 minutes, a solution of 4-methylbenzenesulfonyl chloride (8.2 g, 43 mmol) in DCM (10 mL) was added dropwise via an addition funnel over 30 minutes. The resulting light orange solution was left stirring at RT overnight. The reaction mixture was concentrated to give a light brown solid. To this material, was added EtOH (50 mL). A white precipitate was seen, it was filtered and washed with ethanol to give 2-tosyl- 2,3-dihydropyridazine-3-carbonitrile (crude 6.0 g, quantitative yield). LC-MS (ESI): m/z (M+H) = 262.

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

Reference£º
Patent; REMEDY PLAN, INC.; CRIMMINS, Gregory, Thomas; DE JESUS DIAZ, Dennise, Alexandra; BHURRUTH-ALCOR, Yushma; (483 pag.)WO2019/213570; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem