1298031-94-3 Archives - Chlorides-buliding-blocks

8-Sep-21 News The important role of 1298031-94-3

The synthetic route of 1298031-94-3 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 1298031-94-3, A common heterocyclic compound, 1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, molecular formula is C7H5BrClN3, 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.

8-Bromo-6-chloro-2-methylimidazo[l,2-b]pyridazine (1.0 g, 4.0 mmol) was combined with K2C03 (1.1 g, 8 mmol) and phenol (0.6 g, 6.0 mmol) in NMP (10 mL). The mixture was stirred at 60 C for 16 h. The mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 0-30% EtOAc in petroleum ether to yield 6-chloro-2- methyl-8-phenoxyimidazo[l,2-b]pyridazine (560 mg, 53%). MS m/z 260.0, 262.0 [M+H]+.

The synthetic route of 1298031-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; WOLL, Matthew, G.; AMEDZO, Lukiana; BABU, Suresh; BARRAZA, Scott, J.; BHATTACHARYYA, Anuradha; KARP, Gary, Mitchell; MAZZOTTI, Anthony, R.; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; XU, Zhenrong; (251 pag.)WO2018/226622; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The important role of 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine

The synthetic route of 1298031-94-3 has been constantly updated, and we look forward to future research findings.

Application of 1298031-94-3, A common heterocyclic compound, 1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, molecular formula is C7H5BrClN3, 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.

The synthetic route of 1298031-94-3 has been constantly updated, and we look forward to future research findings.

Brief introduction of 1298031-94-3

According to the analysis of related databases, 1298031-94-3, the application of this compound in the production field has become more and more popular.

Application of 1298031-94-3, 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 1298031-94-3 as follows.

Preparation of intermediate 31 : 6-Chloro-3-iodo-2-methyl-8-morpholin-l-yl- imidazo [ 1 ,2-&”|pyridazineN-Iodosuccinimide (0.95 g, 4.36 mmol) was added to a stirred solution of a mixture 70/30 of intermediate 3 (0.95 g, 3.36 mmol) in a mixture of dichloromethane (9 ml) and acetic acid (1 ml). The mixture was stirred at room temperature for 16 h. and then washed with a saturated solution of sodium carbonate. The organic layer was separated, dried (Na2S04), filtered and the solvents evaporated in vacuo to yield 1.33 g of crude product. A portion of this crude product (0.5 g) was dissolved in acetonitrile (8 ml) and morpholine (0.140 ml, 1.6 mmol) and N,N-diisopropylethylamine (0.393 ml, 2.29 mmol) were added. The mixture was stirred at 150 C for 10 min in a sealed tube, under microwave irradiation. The mixture was diluted with ethyl acetate and washed with a saturated solution of ammonium chloride. The organic layer was separated, dried (Na2S04), filtered and the solvents evaporated in vacuo to yield intermediate 31 (0.53 g, 69%).

According to the analysis of related databases, 1298031-94-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; PASTOR-FERNANDEZ, Joaquin; BARTOLOME-NEBREDA, Jose, Manuel; MACDONALD, Gregor, James; CONDE-CEIDE, Susana; DELGADO-GONZALEZ, Oscar; VANHOOF, Greta, Constantia, Peter; VAN GOOL, Michiel, Luc, Maria; MARTIN-MARTIN, Maria, Luz; ALONSO-DE DIEGO, Sergio-Alvar; WO2011/51342; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some scientific research about C7H5BrClN3

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1298031-94-3, SDS of cas: 1298031-94-3

8-Bromo-6-chloro-2-methylimidazo[l,2-b]pyridazine (1.2 g, 4.9 mmol) was combined with Zn(CN)2 (850 mg, 7.3 mmol) and Pd(PPh3)4 (570 mg, 0.49 mmol ) in DMF (20 mL). The reaction vessel was degassed and then charged with nitrogen three times. The mixture was stirred at 100 C for 1 h under muwave irradiation. The mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 0-35% EtOAc in petroleum ether to yield 6- chloro-2-methylimidazo [l,2-b]pyridazine-8-carbonitrile (0.5 g, 53%). MS m/z 193.0, 195.0 [M+H]+.

The important role of C7H5BrClN3

The synthetic route of 1298031-94-3 has been constantly updated, and we look forward to future research findings.

1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine

8-Bromo-6-chloro-2-methylimidazo[l,2-b]pyridazine (200 mg, 0.82 mmol) was combined with triethylborane (1M in THF, 2 mL, 2 mmol), K2C03 (283 mg, 2.05 mmol) and Pd(PPh3)4 (92 mg, 0.08 mmol ) in DMF (3 mL). The reaction vessel was degassed and then charged with nitrogen three times. The mixture was stirred at 100 C for 5 h. The mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 0- 35% EtOAc in petroleum ether to yield 6-chloro-8-ethyl-2-methylimidazo[l,2-b]pyridazine (80 mg, 50%). MS m/z 196.0, 198.0 [M+H]+.

The synthetic route of 1298031-94-3 has been constantly updated, and we look forward to future research findings.

Some tips on 1298031-94-3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, its application will become more common.

Reference of 1298031-94-3,Some common heterocyclic compound, 1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, molecular formula is C7H5BrClN3, 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 8-bromo-6-chloro-2-methylimidazo[l,2-b]pyridazine (1.2 g, 4.9 mmol), cyclopropylboronic acid (843 mg, 9.8 mmol), Pd(dppf)Cl2 (359 mg, 0.49 mmol) and Na2C03 (1.56 g, 14.7 mmol) in 1,4-dioxane (12 mL) and water (3 mL) was stirred at 90 C under N2 for 48 h. The mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 0-35% EtOAc in petroleum ether to yield 6-chloro-8-cyclopropyl-2- methylimidazo[l,2-b]pyridazine (405 mg, 40%). MS m/z 208.0, 210.0 [M+H]+.

Simple exploration of 1298031-94-3

The synthetic route of 1298031-94-3 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 1298031-94-3, These common heterocyclic compound, 1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[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.

8-Bromo-6-chloro-2-methylimidazo[l,2-b]pyridazine (500 mg, 2.0 mmol, prepared according to Example 43) was combined with K2C03 (550 mg, 4.0 mmol) and lH-imidazole (250 mg, 0.36 mmol) in NMP (5 mL). The mixture was stirred at 120 C for 16 h. The mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 0-30% EtOAc in petroleum ether to yield 6-chloro-8-(lH-imidazol-l-yl)-2-methylimidazo[l,2-b]pyridazine (228 mg, 48%). MS m/z 234.0, 236.0 [M+H]+.

The synthetic route of 1298031-94-3 has been constantly updated, and we look forward to future research findings.

The important role of 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine

According to the analysis of related databases, 1298031-94-3, the application of this compound in the production field has become more and more popular.

Related Products of 1298031-94-3, 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 1298031-94-3 as follows.

8-Bromo-6-chloro-2-methyl-imidazo[l,2-b]pyridazine (124 mg, 0.50 mmol) was combined with 3-(lH-pyrazol-l-yl)propan- l-ol (252 mg, 2.0 mmol) and cesium carbonate (650 mg, 2.0 mmol) in CH3CN (4 mL). The mixture was stirred at 40 C for 16 h. To the mixture was added EtOAc (10 mL). The mixture was filtered over Celite. The filtrate was concentrated. The residue was chromatographed on silica gel, eluting with 0- 10% MeOH in EtOAc to yield 6- chloro-2-methyl-8-(3-pyrazol- l-ylpropoxy)imidazo[l,2-b]pyridazine (70 mg, 48%). MS m/z 292.3 [M+H]+.

According to the analysis of related databases, 1298031-94-3, the application of this compound in the production field has become more and more popular.

Discovery of 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine

The synthetic route of 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine has been constantly updated, and we look forward to future research findings.

Synthetic Route of 1298031-94-3, 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. 1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

8-Bromo-6-chloro-2-methylimidazo[l,2-b]pyridazine (1 g, 4.1 mmol, prepared according to Example 43) was combined with propylmagnesiumbromide (660 mg, 4.5 mmol) and iron(III) 2,4- pentanedionate (140 mg, 0.4 mmol) in dry THF (30 mL). The mixture was stirred at 50 C for 1 h under N2. The mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 20-30% EtOAc in petroleum ether to yield 6-chloro-2-methyl-8- propylimidazo[l,2-b]pyridazine (230 mg, 27%). MS m/z 210.0, 212.0 [M+H]+.

The synthetic route of 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine has been constantly updated, and we look forward to future research findings.

Simple exploration of C7H5BrClN3

Application of 1298031-94-3,Some common heterocyclic compound, 1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, molecular formula is C7H5BrClN3, 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 8-bromo-6-chloro-2-methyl-imidazo[1,2-b]pyridazine (100 mg, 0.41 mmol, 1.0 eq.), benzyl alcohol (89 mg, 0.085 mL, 0.81 mmol, 2.0 eq.) and Cs2CO3 (400 mg, 1.2 mmol, 3.0 eq.) in acetonitrile (1.0 mL) was stirred at 88 C overnight, then cooled, diluted with ethyl acetate and filtered through Celite. The filtrate was concentrated and purified over silica with ethyl acetate in CH2Cl2 (0 to 10% gradient) to give 8-benzyloxy-6-chloro-2-methyl-imidazo[1,2-b]pyridazine (81 mg, 73% ). 1H NMR (CDCl3) d: 7.62 (d, J= 0.6 Hz, 1H), 7.46 – 7.53 (m, 2H), 7.36 – 7.44 (m, 3H), 6.41 (s, 1H), 5.39 (s, 2H), 2.48 (d, J= 0.6 Hz, 3H).

Reference:
Patent; PTC THERAPEUTICS, INC.; ZHANG, Nanjing; BABU, Suresh; BARRAZA, Scott J.; BHATTACHARYYA, Anuradha; CHEN, Guangming; KARP, Gary Mitchell; KASSICK, Andrew J.; MAZZOTTI, Anthony R.; MOON, Young-Choon; NARASIMHAN, Jana; SYDORENKO, Nadiya; TURPOFF, Anthony; WOLL, Matthew, G.; YAN, Wuming; (0 pag.)WO2020/5877; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics