35053-55-5

Basic information

• Product Name: N'-(6-CHLOROPYRIDAZIN-3-YL)-N,N-DIMETHYLIMINOFORMAMIDE
• Synonyms: N'-(6-CHLOROPYRIDAZIN-3-YL)-N,N-DIMETHYLIMINOFORMAMIDE;[2-(6-Chloro-3-pyridazinyl)-2-azavinyl]diMethylaMine;MethaniMidaMide, N'-(6-chloro-3-pyridazinyl)-N,N-diMethyl-;N'-(6-Chloropyridazin-3-yl)-N,N-dimethylimidoformamide;N'-(6-chloro-3-pyridazinyl)-N,N-dimethylformamidine;N'-(6-chloropyridazin-3-yl)-N,N-dimethyl-formamidine;N'-(6-chloropyridazin-3-yl)-N,N-dimethylmethanimidamide;N'-(6-chloropyridazin-3-yl)-N,N-dimethyl-methanimidamide
• CAS NO: 35053-55-5
• Molecular Formula: C₇H₉ClN₄
• Molecular Weight: 184.63
• Mol File: 35053-55-5.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N'-(6-CHLOROPYRIDAZIN-3-YL)-N,N-DIMETHYLIMINOFORMAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N'-(6-CHLOROPYRIDAZIN-3-YL)-N,N-DIMETHYLIMINOFORMAMIDE(35053-55-5)
• EPA Substance Registry System: N'-(6-CHLOROPYRIDAZIN-3-YL)-N,N-DIMETHYLIMINOFORMAMIDE(35053-55-5)

Safety Data

• Hazardous Substances Data: 35053-55-5(Hazardous Substances Data)

Upstream product

• 5469-69-2 6-chloro-pyridazin-3-ylamine 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 

Downstream Products

• 90734-72-8 (6-chloroimidazo[1,2-b]pyridazin-3-yl)(phenyl)methanone 
• 90734-71-7 1-{6-chloroimidazo[1,2-b]pyridazin-3-yl}ethan-1-one 
• 51519-15-4 3-(hydroxyiminomethyleneamino)-6-chloropyridazine 
• 124211-86-5 2-phenyl-4-(6-chloro-3-pyridazinylamino)methylene-5(4H)oxazolone 
• 42399-79-1 6-Chloro[1,2,4]triazolo[1,5-b]pyridazine 
• 152537-78-5 6-(3-sulfamoyl-1-propoxy)[1,2,4]triazolo[1,5-b]pyridazine 
• 152537-14-9 6-(2,2-dimethyl-3-sulfamoyl-1-propoxy)[1,2,4]triazolo[1,5-b]pyridazine 
• 152537-56-9 6-(2,2-diethyl-3-sulfamoyl-1-propoxy)[1,2,4]triazolo[1,5-b]pyridazine 
• 83412-75-3 6-Chloro-3-cyanoaminopyridazine 
• 123531-54-4 6-chloroimidazo[1,2-b]pyridazine-3-carbonitrile 
• 1150566-27-0 6-chloroimidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester 
• 1365212-67-4 6-[(2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazine-3-carboxamide 
• 1365213-30-4 N-(3-cyanophenyl)-6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazine-3-carboxamide 
• 1365213-74-6 6-[(2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidin-1-yl]-N-(2-fluoroethyl)imidazo[1,2-b]pyridazine-3-carboxamide 

Relevant articles and documents

Synthesis method of 6-chloroimidazo[1, 2-b]pyridazine-3-carbonitrile

The invention relates to a synthesis method of 6-chloroimidazo[1, 2b]pyridazine-3-carbonitrile, which comprises the following steps of 1, adding N, N-dimethylformamide dimethyl acetal into a reactor to react with 3-amino-6-chloropyridazine, thereby obtaining an N, N-dimethyl-N'-3-(6-chloro-pyridazine)yl-formamidine intermediate; 2, adding a solvent into the N, N-dimethyl-N'-3-(6-chloro-pyridazine)yl-formamidine intermediate obtained in the step 1, mixing, adding bromoacetonitrile, reacting, adding alkali liquor, standing, separating out solid, and filtering to obtain a solid mixture, 3, completely dissolving the solid mixture obtained in the step 4 in ethyl acetate, washing with water and saturated edible salt water, drying, filtering, and removing ethyl acetate to obtain a crude product of 6-chloroimidazo[1, 2-b]pyridazine-3-carbonitrile, and 4, recrystallizing the crude product of the 6-chloroimidazo[1, 2-b]pyridazine-3-carbonitrile, and filtering to obtain a pure product of the 6-chloroimidazo[1, 2-b] pyridazine-3-carbonitrile. The method is short in overall process time, and the obtained product is stable in quality and high in purity.

Synthetic method of 6-chloroimidazo [1, 2-b]pyridazine-3-formic acid

The invention relates to a synthetic method of 6-chloroimidazo [1, 2-b]pyridazine-3-formic acid. The synthetic method comprises the steps of reacting N,N-dimethylformamide dimethyl acetal and 3-amino-6-chloropyridazine at the temperature of 40 to 120 DEG C to obtain an intermediate; under an alkali action, reacting at the temperature of 65 to 140 DEG C, and carrying out rotary evaporation and concentration to obtain a 6-chloroimidazo [1,2-b]pyridazine-3-formic acid ethyl ester crude product; recrystallizing the crude product to obtain a pure product; under an alkali action, carrying out hydrolysis reaction in a certain solvent, finishing reaction, neutralizing through hydrochloric acid, carrying out suction filtration, and washing drying to obtain a 6-chloroimidazo [1, 2-b]pyridazine-3-formic acid pure product. The synthetic method provided by the invention is adopted for preparing the 6-chloroimidazo [1, 2-b]pyridazine-3-formic acid, so that the reaction raw materials can be obtained easily, the method is easy to operate and control and simple in aftertreatment, and the product has stable quality and high purity.

COMPOUNDS AND COMPOSITIONS AS TRK INHIBITORS

The invention provides compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with abnormal or deregulated TRK kinase activity.