1-(5-tert-butyl-isoxazol-3-yl)-3-{3-[7-(2-chloroethoxy)-6-methoxyquinazolin-4-yloxy]-phenyl}urea

Base Information

• Chemical Name: 1-(5-tert-butyl-isoxazol-3-yl)-3-{3-[7-(2-chloroethoxy)-6-methoxyquinazolin-4-yloxy]-phenyl}urea
• CAS No.: 1188907-15-4
• Molecular Formula: C₂₅H₂₆ClN₅O₅
• Molecular Weight: 511.965
• Mol file: 1188907-15-4.mol

Synonyms:1-(5-tert-butyl-isoxazol-3-yl)-3-{3-[7-(2-chloroethoxy)-6-methoxyquinazolin-4-yloxy]-phenyl}urea

Chemical Property of 1-(5-tert-butyl-isoxazol-3-yl)-3-{3-[7-(2-chloroethoxy)-6-methoxyquinazolin-4-yloxy]-phenyl}urea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(5-tert-butyl-isoxazol-3-yl)-3-{3-[7-(2-chloroethoxy)-6-methoxyquinazolin-4-yloxy]-phenyl}urea

There total 5 articles about 1-(5-tert-butyl-isoxazol-3-yl)-3-{3-[7-(2-chloroethoxy)-6-methoxyquinazolin-4-yloxy]-phenyl}urea 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: 93.0%

4-chloro-7-(2-chloroethoxy)-6-methoxy-quinazoline (643084-99-5) → 1-(5-tert-butyl-isoxazol-3-yl)-3-{3-[7-(2-chloroethoxy)-6-methoxyquinazolin-4-yloxy]-phenyl}urea (1188907-15-4)

Guidance literature:

With caesium carbonate; In tetrahydrofuran; at 50 ℃; for 12h;

DOI:10.1016/j.bmcl.2011.07.019

Reference yield:

7-(2-chloroethoxy)-6-methoxyquinazolin-4-ol (574738-95-7) → 1-(5-tert-butyl-isoxazol-3-yl)-3-{3-[7-(2-chloroethoxy)-6-methoxyquinazolin-4-yloxy]-phenyl}urea (1188907-15-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / toluene / 5 h / 125 °C

2: caesium carbonate / tetrahydrofuran / 12 h / 50 °C

With caesium carbonate; trichlorophosphate; In tetrahydrofuran; toluene;

DOI:10.1016/j.bmcl.2011.07.019

Reference yield:

4-(2-Chloro-ethoxy)-5-methoxy-benzoic acid methyl ester (214470-56-1) → 1-(5-tert-butyl-isoxazol-3-yl)-3-{3-[7-(2-chloroethoxy)-6-methoxyquinazolin-4-yloxy]-phenyl}urea (1188907-15-4)

Guidance literature:

Multi-step reaction with 5 steps

1: nitric acid; acetic anhydride / acetic acid / 0 - 50 °C

2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h

3: ethanol / 8 h / 130 °C

4: trichlorophosphate / toluene / 5 h / 125 °C

5: caesium carbonate / tetrahydrofuran / 12 h / 50 °C

With palladium 10% on activated carbon; hydrogen; nitric acid; acetic anhydride; caesium carbonate; trichlorophosphate; In tetrahydrofuran; ethanol; acetic acid; ethyl acetate; toluene;

DOI:10.1016/j.bmcl.2011.07.019

upstream raw materials:

7-(2-chloroethoxy)-6-methoxyquinazolin-4-ol

4-chloro-7-(2-chloroethoxy)-6-methoxy-quinazoline

4-(2-Chloro-ethoxy)-5-methoxy-benzoic acid methyl ester

2-amino-4-(2-chloroethoxy)-5-methoxybenzoic acid methyl ester

Downstream raw materials:

1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-methoxy-7-(2-(4-(methylsulfonyl)piperazin-1-yl)ethoxy)quinazolin-4-ylthio)phenyl)urea

1-(5-tert-butylisoxazol-3-yl)-3-(3-(7-(2-(4-(2-hydroxyethyl)piperazin-1-yl)ethoxy)-6-methoxyquinazolin-4-ylthio)phenyl)urea

1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-methoxy-7-(2-(4-methylpiperazin-1-yl)ethoxy)quinazolin-4-ylthio)phenyl)urea

1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-methoxy-7-(2-(piperidin-1-yl)ethoxy)quinazolin-4-ylthio)phenyl)urea