380844-49-5

Basic information

• Product Name: 7-(3-CHLORO-PROPOXY)-4-(2,4-DICHLORO-5-METHOXY-PHENYLAMINO)-6-METHOXY-QUINOLINE-3-CARBONITRILE
• Synonyms: 7-(3-CHLORO-PROPOXY)-4-(2,4-DICHLORO-5-METHOXY-PHENYLAMINO)-6-METHOXY-QUINOLINE-3-CARBONITRILE;7-(3-Chloropropoxy)-4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-3-quinolinecarbonitrile;7-(3-chloropropoxy)-4-(2,4-dichloro-5-methoxyanilino)-6-methoxyquinoline-3-carbonitrile
• CAS NO: 380844-49-5
• Molecular Formula: C₂₁H₁₈Cl₃N₃O₃
• Molecular Weight: 466.74492
• Mol File: 380844-49-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 183-186℃
• Boiling Point: 585.6±50.0 °C(Predicted)
• Appearance: /
• Density: 1.43
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Chloroform (Slightly, Sonicated), DMSO (Slightly)
• PKA: 3.71±0.50(Predicted)
• CAS DataBase Reference: 7-(3-CHLORO-PROPOXY)-4-(2,4-DICHLORO-5-METHOXY-PHENYLAMINO)-6-METHOXY-QUINOLINE-3-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-(3-CHLORO-PROPOXY)-4-(2,4-DICHLORO-5-METHOXY-PHENYLAMINO)-6-METHOXY-QUINOLINE-3-CARBONITRILE(380844-49-5)
• EPA Substance Registry System: 7-(3-CHLORO-PROPOXY)-4-(2,4-DICHLORO-5-METHOXY-PHENYLAMINO)-6-METHOXY-QUINOLINE-3-CARBONITRILE(380844-49-5)

Safety Data

• Hazardous Substances Data: 380844-49-5(Hazardous Substances Data)

Usage

Uses

1-Chloro-1-desmethylpiperazinyl-bosutinib is a useful intermediate in the green preparation of the anti-tumor agent Bosutinib (B676095). It is a COVID19-related research product.

Upstream product

• 3943-74-6 4-hydroxy-3-methoxybenzoic acid methyl ester 
• 111627-40-8 methyl 4-(3-chloropropoxy)-3-methoxybenzoate 
• 846023-25-4 3-(3-chloropropoxy)-4-methoxyaniline 
• 92878-95-0 1-(2-methoxy-5-nitrophenoxy)-3-chloropropane 
• 263149-10-6 4-chloro-7-hydroxy-6-methoxyquinolin-3-carbonitrile 
• 846023-34-5 3-(3-chloropropoxy)-4-methoxyanilino-N-(2,4-dichloro-5-methoxyphenyl)-2-cyano-2-propenamide 
• 98446-49-2 2,4-dichloro-5-methoxyaniline 
• 214470-68-5 7-(3-chloro-propoxy)-4-chloro-6-methoxy-quinoline-3-carbonitrile 
• 109-70-6 1.3-chlorobromopropane 
• 65182-98-1 N-(2,4-dichloro-5-methoxybenzene)acetamide 
• 67669-19-6 N-(2,4-dichloro-5-hydroxyphenyl)acetamide 
• 621-42-1 meta-hydroxyacetanilide 
• 591-27-5 m-Hydroxyaniline 

Downstream Products

• 380843-81-2 4-((2,4-dichloro-5-methoxyphenyl)amino)-6-methoxy-7-(3-(piperazin-1-yl)propoxy)quinoline-3-carbonitrile 
• 863030-24-4 4-(2,4-dichloro-5-methoxyanilino)-6-methoxy-7-{3-[4-(1-pyrrolidinyl)-1-piperidinyl]propoxy}-3-quinolinecarbonitrile 

Relevant articles and documents

Bosutinib 1, 4-piperazine dimer impurity and preparation method thereof

The invention discloses a bosutinib 1, 4-piperazine dimer impurity and a synthesis process thereof, the synthesis process is simple, the purity is high, raw materials are simple and easy to obtain, the purity of the prepared finished product can reach 96%

New Synthetic Process for Bosutinib

A new and improved synthetic route to bosutinib is described on a hectogram scale. The key step is the intramolecular cyclization of a 3-(2-aminophenyl)-3-oxopropanenitrile with N,N-dimethylformamide dimethyl acetal to form the 3-cyano-4-hydroxyquinoline ring of 7-(3-chloropropoxy)-6-methoxy-4-oxo-1,4-dihydroquinoline-3-carbonitrile. A practical synthetic method to 2,4-dichloro-5-methoxyaniline is also established. Bosutinib is obtained in 18.0% yield over nine steps from acetovanillone with 98.9% purity (HPLC).