Category: 1150566-27-0

Some common heterocyclic compound, 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, molecular formula is C9H8ClN3O2, 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. Formula: C9H8ClN3O2

To (2R)-2-(3-fluoro-5-(methylthio)phenyl)pyrrolidine _ (Preparation 9, 0.30mmol, 1.2 equiv.), ethyl 6-chloroimidazo[1 ,2-b]pyridazine-3-carboxylate (0.25mmol) and KF (2.8mmol, 11 equiv.) was added DMSO (2ml) and the reaction was heated at 130C. After overnight reaction the reaction mixture was cooled to rt. Water (10ml) and EtOAc (10 ml) were added and the layers partitioned. The organic layer was washed three times with brine (10ml), dried over Na2S04 and the solvent was removed under vacuum. The crude material containing the title compound was used without further purification. LCMS m/z = 401.1 [M+H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1150566-27-0, its application will become more common.

Reference:
Patent; BENEVOLENTAI BIO LIMITED; BROWN, Alan; GLEN, Angela; (115 pag.)WO2020/39209; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 1150566-27-0, 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. 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 7-(difluoromethyl)-6-(1-methyl-1H-pyrazol-4-yl)-1,2,3,4-10 tetrahydroquinoline (Intermediate C,700 mg,2. 67mmo ),ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (600 mg,2.67 mmol)and K3P04 (1.69 g,7.98 mmol)in 2-methyl-2-butanol (10 mL)was added methanesulfonato(2-dicyclohexylphosphino-2′,4′,6′-tri-i-propyl-1,1’biphenyl)(2′-amino-1,1′-biphenyl-2-yl)palladium(II)(225 mg,0.27 mmol). The mixture washeated to 95 C for 12 h under an argon atmosphere. After cooling the reaction to room15 temperature,the mixture was filtered and concentrated in vacuo. The crude residue was purifiedby Prep-TLC (petroleum ether I EtOAc = 1 : 1)to give the title compound (110 mg,9%)asyellow oil. LCMS M/Z (M+H)453

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, Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; WAI, John; LAI, Kwong Wah; WANG, Fei; (251 pag.)WO2017/205536; (2017); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 1150566-27-0, The chemical industry reduces the impact on the environment during synthesis 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, I believe this compound will play a more active role in future production and life.

To 3,3,3-trifluoropropan-1-ol (19 9 mmol) in DMSO was added NaH (19.9 mmol). The mixture was allowed to stir at room temp under inert atmosphere for 1 h. Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (3.0 g, 13.3 mmol) was added and the reaction was warmed to 100 C until coupling was complete. After purification ethyl 6-(3,3,3-trifluoropropoxy)imidazo[1,2-b]pyridazine-3-carboxylate was obtained (1.2 g, 45%). MS (ESI) calcd for C12H12F3N3O3: 303.08

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, Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; WO2013/59587; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 1150566-27-0, 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. 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (600 mg, 2.66 mmol) and 2-(trifluoromethyl)pyrrolidine (1g, 7.19 mmol) were heated in a sealed tube at 173 C for 16h. After cooling to room temperature, water (100 mL) was added. The aqueous layer was extracted with ethyl acetate (2 x 100 mL). Combined organic layers were dried, concentrated and product was purified by column chromatography to afford ethyl 6-(2-(trifluoromethyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine-3-carboxylate (270 mg, 30%). MS (ESI) calcd for C14H15F3N4O2 (m/z): 328.1.

The synthetic route of Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GlaxoSmithKline LLC; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; (583 pag.)EP2768509; (2017); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 1150566-27-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1150566-27-0 name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To 3,3,3-trifluoropropan-1-ol (19.9 mmol) in DMSO was added NaH (19.9 mmol). The mixture was allowed to stir at room temp under inert atmosphere for 1 h. Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (3.0 g, 13.3 mmol) was added and the reaction was warmed to 100 C until coupling was complete. After purification ethyl 6-(3,3,3-trifluoropropoxy)imidazo[1,2-b]pyridazine-3-carboxylate was obtained (1.2 g, 45%). MS (ESI) calcd for C12H12F3N3O3: 303.08

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; GlaxoSmithKline LLC; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; (583 pag.)EP2768509; (2017); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 1150566-27-0, 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 1150566-27-0 as follows.

(2R,4S)-4-Fluoro-2-[3-fluoro-5-(methylsulfanyl)phenyl]pyrrolidine hydrochloride (Preparation 25, 23.75 g, 89.4 mmol), KF (46.73 g, 804.3 mmol), ethyl 6- chloroimidazo[1 ,2-b]pyridazine-3-carboxylate (19.76 g, 87.6 mmol) were suspended in DMSO (350 ml). The reaction was heated at 130C for 82 h. The reaction mixture was allowed to cool to rt before being poured into distilled water (750 ml), which precipitated a beige solid. The liquid was decanted and the solid was washed with distilled water three times (3 x 250 ml). The beige solid was taken up in MTBE (500 ml) and partitioned between sat. aq. NH4CI (500 ml) and then finally brine (500 ml). The organic layer was dried (Na2S04), filtered and concentrated in vacuo to afford a dark reddish residue which was used without further purification (30.52 g, 82 %). LCMS m/z = 419 [M+H]+

According to the analysis of related databases, 1150566-27-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BENEVOLENTAI BIO LIMITED; BROWN, Alan; GLEN, Angela; (115 pag.)WO2020/39209; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 1150566-27-0, 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. 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (500.0 mg, 2.21 mmol) in dioxane:EtOH:H2O (4:1:3, 9 mL), (3,5-dimethylisoxazol-4-yl)boronic acid (404 mg, 2.87 mmol), Cs2CO3 (1.45 g, 4.42 mmol) and Pd(PPh3)4 (127.0 mg, 0.11 mmol) were added and the reaction was refluxed for 15 h. After cooling to room temp, the solvents were evaporated and the solid was taken up in THF (6 mL). A solution of LiOH (106.0 mg, 4.42 mmol) in 0 (3 mL) was added, the mixture was stirred for 15 h. The solvent was removed under reduced pressure and the residue was acidified to pH 4 with 3N HCl. The volatiles were evaporated under reduced pressure and the solid was triturated with MuepsilonOmicronEta:0 (1:1). Upon filtration 6-(3,5-dimethylisoxazol-4-yl)imidazo[1,2-b]pyridazine-3-carboxylic acid was obtained (331.0 mg, 58%). MS (ESI) calcd for C12H10N4O3: 258.1; found: 258.9 [M+H]

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, Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; WO2013/59587; (2013); A1;,
Ester – Wikipedia,
Ester – 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. 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate

A 500 ml one-necked flask was charged with ethyl 6-chloroimidazo [1,2-b] pyridazine-3-carboxylate (11.28 g, 50 mmol)And methanol 50ml,Sodium hydroxide (4.0 g, 100 mmol)Dissolved in 100ml of water,Added to the reaction flask,The reaction was completed at 25 C for 4 hours. The reaction was completed by TLC and neutralized with 30% hydrochloric acid until pH = 4. The mixture was suction filtered, the filter cake was washed with a small amount of water,Dry to give 6-chloroimidazo [1,2-b] pyridazine-3-carboxylic acid purity, yield 91%.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Shandong Youbang Biochemical Technology Co., Ltd.; Tan Pingzhong; Geng Xuanping; Cheng Wei; Lai Xinsheng; Lai Chao; Lai Ziteng; (7 pag.)CN106831782; (2017); A;,
Ester – Wikipedia,
Ester – 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. 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 1150566-27-0

A heterogeneous mixture of 2-(3-fluorophenyl)piperidine (0.1 g, 0.6 mmol), spray dried potassium fluoride (0.12 g, 2.2 mmol) and ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (I-7) (0.1 g, 0.4 mmol) in DMSO (3 mL) was heated to 100 C. for 18 hours. The mixture was poured into water, extracted with EtOAc, washed with brine, dried over sodium sulfate, filtered and concentrated. The crude was purified by column chromatography on silica gel with DCM/MeOH gradient as eluant to yield ethyl 6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazine-3-carboxylate (X-156). 1H NMR (400 MHz, MeOD-d4) delta 8.17 (s, 1 H), 8.01 (d, J=10 Hz, 1H), 7.42-7.36 (m, 2H), 7.13-7.05 (m, 3H), 5.70 (s, 1H), 2.02-1.94 (m, 1 H), 1.79-1.70 (m, 1H), 1.63-1.57 (m, 2H), 1.47-1.37 (m, 1H), 1.29 (t, J=7.2 Hz, 3H). MS m/z 369.2 (M+1)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; IRM LLC; US2012/65184; (2012); A1;,
Ester – Wikipedia,
Ester – 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. 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, A new synthetic method of this compound is introduced below., Computed Properties of C9H8ClN3O2

To a solution of 0.25 g (0.92 mmol) of compound 7-3 dihydrochloride salt in 23 mL of DMSO was added 0.19 g (0.86 mmol) of ethyl 6-chloroimidazo[1 ,2-b]pyridazine-3-carboxylate and 0.40 g (6.8 mmol) of KF. The mixture was stirred at 180 C for 2 h and cooled down to rt. It was diluted with 250 mL of water and extracted with 250 mL of ethyl acetate. The combined organic extracts were washed with brine and dried over anhydrous Na2S04. After filtration, the filtrate was concentrated to afford a residue, which was purified by Prep-TLC (ethyl acetate / petroleum ether = 1 :1 ) to afford compound 7-4. LC-MS: m/e = 386 [M+H]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ANGEX PHARMACEUTICAL, INC.; WU, Wen-Lian; YANG, Zhiqiang; LEE, Francis; TAN, John Qiang; (112 pag.)WO2019/94143; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics