4-CHLORO-7-HYDROXY-6-METHOXY-QUINOLINE-3-CARBONITRILE

Base Information

• Chemical Name: 4-CHLORO-7-HYDROXY-6-METHOXY-QUINOLINE-3-CARBONITRILE
• CAS No.: 263149-10-6
• Molecular Formula: C11H7ClN2O2
• Molecular Weight: 234.642
• Hs Code.: 2933499090
• Mol file: 263149-10-6.mol

Synonyms:4-Chloro-7-hydroxy-6-methoxy-3-quinolinecarbonitrile;

Chemical Property of 4-CHLORO-7-HYDROXY-6-METHOXY-QUINOLINE-3-CARBONITRILE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.677
• Boiling Point: 438.954 °C at 760 mmHg
• PKA: 7.41±0.40(Predicted)
• Flash Point: 219.272 °C
• PSA: 66.14000
• Density: 1.488 g/cm³
• LogP: 2.47408
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

4-Chloro-7-hydroxy-6-methoxy-3-quinolinecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Chloro-7-hydroxy-6-methoxy-3-quinolinecarbonitrile is a synthetic compound used in the synthesis of Src inhibitors.

Technology Process of 4-CHLORO-7-HYDROXY-6-METHOXY-QUINOLINE-3-CARBONITRILE

There total 7 articles about 4-CHLORO-7-HYDROXY-6-METHOXY-QUINOLINE-3-CARBONITRILE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

7-benzyloxy-4-chloro-6-methoxyquinoline-3-carbonitrile (214476-99-0) → 4-chloro-7-hydroxy-6-methoxyquinolin-3-carbonitrile (263149-10-6)

Guidance literature:

With methyl-phenyl-thioether; trifluoroacetic acid; for 3h; Heating / reflux;

Reference yield:

7-isopropyloxy-6-methoxy-4-chloroquinoline-3-carbonitrile (741276-43-7) → 4-chloro-7-hydroxy-6-methoxyquinolin-3-carbonitrile (263149-10-6)

Guidance literature:

With aluminium trichloride;

DOI:10.1016/S0960-894X(00)00493-5

Reference yield:

4-hydroxy-3-methoxybenzoic acid methyl ester (3943-74-6) → 4-chloro-7-hydroxy-6-methoxyquinolin-3-carbonitrile (263149-10-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: HNO₃

2.1: Fe; NH₄Cl

3.2: n-BuLi

4.1: POCl₃

5.1: AlCl₃

With aluminium trichloride; nitric acid; iron; ammonium chloride; trichlorophosphate; 1.1: Alkylation / 2.1: Nitration / 3.1: Reduction / 4.1: Condensation / 5.1: Chlorination / 6.1: dealkylation;

DOI:10.1016/S0960-894X(00)00493-5

upstream raw materials:

7-isopropyloxy-6-methoxy-4-chloroquinoline-3-carbonitrile

4-hydroxy-3-methoxybenzoic acid methyl ester

methyl 4-isopropoxy-3-methoxybenzoate

methyl 2-amino-4-isopropoxy-5-methoxybenzoate

Downstream raw materials:

7-(3-chloro-propoxy)-4-chloro-6-methoxy-quinoline-3-carbonitrile

4-chloro-7-(4-chlorobutoxy)-6-methoxy-3-quinolinecarbonitrile

4-chloro-7-(5-chloropentoxy)-6-methoxy-3-quinolinecarbonitrile

4-chloro-7-(2-chloroethoxy)-6-methoxy-3-quinolinecarbonitrile