Category: 6775-78-6

Application of 6775-78-6, These common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Intermediate A 3-Bromo-6-chloroimidazo[1 ,2-b]pyridazine intermediate A To a solution of 6-chloroimidazo[1 ,2-b]pyridazine (5 g, 32.6 mmol) in acetonitrile (300 ml) was added 1-bromopyrrolidine-2,5-dione (6.37 g, 35.8 mmol) and trifluoroacetic acid (0.75 mL). The resulting solution was allowed to stirr at room temperature overnight. The solvent was removed under reduced pressure and the residue was dissolved in EtOAc, washed with NaHCOs solution, water and brine, dried over Na2SO4 and concentrated in vacuo to afford 7.2 g title compound in 92% yield as a light yellow solid. 1H-NMR (400MHz, CDCI3) delta ppm 7.91 (d, 1 H), 7.79 (s, 1 H), 7.12 (d, 1 H). LCMS (method A): [MH]+ = 232/234, tR = 4.48 min.

Statistics shows that 6-Chloroimidazo[1,2-b]pyridazine is playing an increasingly important role. we look forward to future research findings about 6775-78-6.

Reference:
Patent; NOVARTIS AG; FU, Xingnian; HE, Feng; LI, Yue; LIU, Lei; MI, Yuan; XU, Yao-chang; XUN, Guoliang; YU, Zhengtian; ZHANG, Ji Yue (Jeff); DAI, Miao; WO2011/18454; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 6775-78-6 as follows. category: chlorides-buliding-blocks

In a 500 ml single-necked round bottom flask was added3-Amino-6-chloropyridazine(38.86 g, 300 mmol), 40% aqueous chloroacetaldehyde (58.88 g, 300 mmol), sodium bicarbonate (30.24 g, 360 mmol) and 260 mLTert-butanol, start magnetic stirrer, the reaction flask was stirred at 80 C for 7 hours.TLC detection of raw materials 3-amino-6-chloropyridazine reaction is completed,Nitric acid (22.68 g, 360 mmol) was added and reacted for a further 4 hours with stirring.TLC and GC analysis confirmed that the intermediate 6-chloroimidazo [1,2-b] pyridazine was completely reacted. The reaction mixture was suction filtered and the filter cake was recrystallized from ethyl acetate: n-hexane = 1: 3 to give the pure product 3-nitro-6-chloroimidazo [1,2-b] pyridazine. The filtrate was extracted with ethyl acetate , The extract was removed by rotary evaporation to give the crude product, which was recrystallized from ethyl acetate: n-hexane = 1: 3 to obtain the pure product3-nitro-6-chloroimidazo [1,2-b] pyridazine,After drying, the yield was calculated 86.30%, purity 99.31%

According to the analysis of related databases, 6775-78-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Youbang Biochemical Technology Co., Ltd.; Geng Xuanping; Lai Chao; Lai Ziteng; Lai Xinsheng; (6 pag.)CN106632353; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6775-78-6, These common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 2: Preparation of 3-Bromo-6-chloroimidazo[1,2-b]pyridazine (0530) (0531) 478 mg (3.11 mmol) of 6-chloroimidazo[1,2-b]pyridazine were introduced into 10 mL of chloroform under argon and, while cooling in ice, 664 mg (3.73 mmol) of N-bromo-succinimide were added. After the addition was complete, the reaction mixture was stirred at room temperature overnight. The reaction mixture was then mixed with water and ethyl acetate and, after addition of saturated sodium bicarbonate solution, the phases were separated. The aqueous phase was extracted three more times with ethyl acetate. The combined organic phases were then washed with saturated sodium chloride solution and dried over sodium sulfate. In the final removal of the solvent in vacuo, the desired product was isolated in quantitative yield in the form of an amorphous white solid which was employed without further chromatographic purification in subsequent reactions. (0532) 1H-NMR (CHLOROFORM-d): delta [ppm]=7.12 (d, 1H); 7.79 (s, 1H); 7.90, (d, 1H).

The synthetic route of 6775-78-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; EIS, Knut; PUEHLER, Florian; ZORN, Ludwig; SUeLZLE, Detlev; LIENAU, Philip; WENGNER, Antje Margret; PETERSEN, Kirstin; BOeMER, Ulf; (68 pag.)US2017/29441; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6775-78-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 6775-78-6 as follows.

To 6-chloro-imidazo[l,2-b]pyridazine (1 eq, 17 mmol, 2.4 g) in acetic acid (10 ml) under inert atmosphere, is added dropwise bromine (1 eq, 17 mmol, 0.82 ml). After 4 hours stirring at room temperature, the reaction mixture is filtered and dried under vacuum to give 3-bromo-6- chloro-imidazo[l,2-b]pyridazine 1H nmr (MeOD) 8.42 (IH, d, J = 9.81 Hz), 8.07 (IH, s) and 7.91 (IH, d, J = 9.48 Hz).

According to the analysis of related databases, 6775-78-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; WO2008/52734; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below., Computed Properties of C6H4ClN3

6-Chloroimidazo[1,2-b]pyridazine (8.5 g, 0.055 mol) and N-bromosuccinimide (10.0 g, 0.056 mol) were combined in chloroform (250 mL) and refluxed for 4 hours. The reaction was cooled with an ice bath and the solids filtered. The filtrate was diluted with chloroform (150 mL) and saturated Na2CO3 solution (100 mL) and then vigorously stirred for an hour. The organic phase was washed with more saturated Na2CO3 solution and dried over MgSO4. After evaporation, 3-bromo-6-chloro-imidazo[1,2-b]pyridazine was obtained as a tan solid (12.64 g, 98%).MS (ESI (+)m/z): 233.87 (M+H+)1H NMR (CDCl3-d1, 300 MHz), delta 7.83 (d, J=9.3 Hz, 1H), 7.72 (s, 1H), 7.05 (d, J=9.3 Hz, 1H).

The synthetic route of 6775-78-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Biogen Idec Ma Inc.; US2011/21513; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C6H4ClN3

478 mg (3.1 1 mmol) of 6-chloroimidazo[1 ,2-b]pyridazine were introduced into 10 mL of chloroform under argon and, while cooling in ice, 664 mg (3.73 mmol) of N- bromosuccuinimide were added. After the addition was complete, the reaction mixture was stirred at room temperature overnight. The reaction mixture was then mixed with water and ethyl acetate and, after addition of saturated sodium bicarbonate solution, the phases were separated. The aqueous phase was extracted three more times with ethyl acetate. The combined organic phases were then washed with brine and dried over sodium sulfate. In the final removal of the solvent in vacuo, the desired product was isolated in quantitative yield in the form of an amorphous white solid which was employed without further chromatographic purification in subsequent reactions.

The synthetic route of 6-Chloroimidazo[1,2-b]pyridazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; PUeHLER, Florian; ZORN, Ludwig; SCHULZE, Volker; SUeLZLE, Detlev; LIENAU, Philip; HAeGEBARTH, Andrea; PETERSEN, Kirstin; BOeMER, Ulf; WO2013/149909; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 6775-78-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

6-Chloroimidazo[1,2-b]pyridazine (8.5 g, 0.055 mol) and N-bromosuccinimide (10.0 g, 0.056 mol) were combined in chloroform (250 mL) and refluxed for 4 hours. The reaction was cooled with an ice bath and the solids filtered. The filtrate was diluted with chloroform (150 mL) and saturated Na2CO3 solution (100 mL) and then vigorously stirred for an hour. The organic phase was washed with more saturated Na2CO3 solution and dried over MgSO4. After evaporation, 3-bromo-6-chloro-imidazo[1,2-b]pyridazine was obtained as a tan solid (12.64 g, 98%).MS (ESI (+)m/z): 233.87 (M+H+)1H NMR (CDCl3-d1, 300 MHz), delta 7.83 (d, J=9.3 Hz, 1H), 7.72 (s, 1H), 7.05 (d, J=9.3 Hz, 1H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 6-Chloroimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Biogen Idec Ma Inc.; US2011/21513; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 6775-78-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, This compound has unique chemical properties. The synthetic route is as follows.

[0192] Step 2. Imidazo[1,2-blpyridazine-6-carboxylic acid methyl ester. A mixture of 6- chloro-imidazo [1 ,2-b]pyridazine (200 mg, 1.30 mmol, 1.00 equiv), bis(triphenylphosphine)palladium(II) dichloride (200 mg, 0.28 mmol, 0.22 equiv), and triethylamine (0.5 mL) in methanol (4 mL) was stirred under carbon monoxide (10 atm) in a 50-mL pressure reactor overnight at 110 C. The solid material was removed by filtration. The filtrate was concentrated under vacuum and the residue was purified on a silica gel column eluted with ethyl acetate/petroleum ether (1/1) to give 100 mg (43%) of the titlecompound as a yellow solid. ?H NMR (300 MHz, CDC13) oe 8.16 (s, 1H), 8.08 (d, J = 9.6 Hz, 1H), 7.94 (s, 1H), 7.77 (d, J = 9.6 Hz, 1H), 4.09 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 6-Chloroimidazo[1,2-b]pyridazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth, W.; BAUMEISTER, Timm, R.; GOSSELIN, Francis; ZAK, Mark; ZHENG, Xiaozhang; WO2013/130935; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, molecular formula is C6H4ClN3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of 6-Chloroimidazo[1,2-b]pyridazine

478 mg (3.11 mmol) of 6-chloroimidazo[1 ,2-b]pyridazine were introduced into 10 mL of chloroform under argon and, while cooling in ice, 664 mg (3.73 mmol) of N-bromosuccuinimide were added. After the addition was complete, the reaction mixture was stirred at rt over night. The reaction mixture was then mixed with water and ethyl acetate and, after addition of saturated sodium bicarbonate solution, the phases were separated. The aqueous phase was extracted three more times with ethyl acetate. The combined organic phases were then washed with sat. sodium chloride solution and dried over sodium sulfate. In the final removal of the solvent in vacuo, the desired product was isolated in quantitative yield in the form of an amorphous white solid which was employed without further chromatographic purification in subsequent reactions. 1H-NMR (CDC , stored over molecular sieves): delta [ppm] (1 H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6775-78-6, its application will become more common.

Reference:
Patent; Bayer Intellectual Property GmbH; EIS, Knut; PUeHLER, Florian; ZORN, Ludwig; SCHOLZ, Arne; LIENAU, Philip; GNOTH, Mark, Jean; BOeMER, Ulf; GUeNTHER, Judith; HITCHCOCK, Marion; WO2013/34570; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 6775-78-6, A common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, molecular formula is C6H4ClN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of 6-chloroimidazo[1,2-b]pyridazine (3) 19 (768 mg, 5.0 mmol), 4-aminophenol (818 mg, 7.5 mmol), and K2CO3 (2073 mg, 15.0 mmol) in NMP (5 mL) was stirred at 120 C for 18 h. The mixture was diluted with 1 N aqueous NaOH and extracted with EtOAc. The organic layer was washed with 1 N aqueous NaOH and brine and concentrated in vacuo. The residue was purified by basic silica gel column chromatography (hexane/EtOAc 70:30 to 0:100) and triturated with diisopropyl ether to give 4a (759 mg, 67%) as a gray solid. 1H NMR (DMSO-d6) delta 5.07 (2H, s), 6.60 (2H, d, J = 8.9 Hz), 6.92 (2H, d, J = 8.9 Hz), 7.00 (1H, d, J = 9.8 Hz), 7.61 (1H, s), 8.01 (1H, s), 8.09 (1H, d, J = 9.8 Hz).

The synthetic route of 6775-78-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Miyamoto, Naoki; Oguro, Yuya; Takagi, Terufumi; Iwata, Hidehisa; Miki, Hiroshi; Hori, Akira; Imamura, Shinichi; Bioorganic and Medicinal Chemistry; vol. 20; 24; (2012); p. 7051 – 7058;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics