7-(4-Chlorobutoxy)4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline

Base Information

• Chemical Name: 7-(4-Chlorobutoxy)4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline
• CAS No.: 196603-97-1
• Molecular Formula: C₁₉H₁₈Cl₂FN₃O₂
• Molecular Weight: 410.275
• DSSTox Substance ID: DTXSID301144482
• Mol file: 196603-97-1.mol

Synonyms:SCHEMBL7864752;PFRBKZCOKIOFLP-UHFFFAOYSA-N;DTXSID301144482;7-(4-chlorobutoxy)-4(4chloro-2-fluoroanilino)-6-methoxyquinazoline;7-(4-chlorobutoxy)4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline;7-(4-Chlorobutoxy)-N-(4-chloro-2-fluorophenyl)-6-methoxy-4-quinazolinamine;196603-97-1

Chemical Property of 7-(4-Chlorobutoxy)4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline

Chemical Property:

• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 409.0760104
• Heavy Atom Count: 27
• Complexity: 451

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C(=NC=N2)NC3=C(C=C(C=C3)Cl)F)OCCCCCl

Technology Process of 7-(4-Chlorobutoxy)4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline

There total 6 articles about 7-(4-Chlorobutoxy)4-(4-chloro-2-fluoroanilino)-6-methoxyquinazoline 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: 79.0%

4-chlorobutyl bromide (6940-78-9) + 4-(4-chloro-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazoline (193001-59-1) → N-(4-chloro-2-fluorophenyl)-7-(4-chlorobutoxy)-6-methoxy-4-quinazolinylamine (196603-97-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

Reference yield:

2-fluoro-4-chloroaniline (57946-56-2) → N-(4-chloro-2-fluorophenyl)-7-(4-chlorobutoxy)-6-methoxy-4-quinazolinylamine (196603-97-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / propan-2-ol / 1.5 h / Heating

2: 72 percent / TFA / 0.83 h / Heating

3: K₂CO₃ / dimethylformamide / 5 h / 40 °C

With potassium carbonate; trifluoroacetic acid; In N,N-dimethyl-formamide; isopropyl alcohol; 1: Substitution / 2: Deprotection / 3: Etherification;

DOI:10.1021/jm990345w

Reference yield:

2-amino-4-benzyloxy-5-methoxybenzamide (60547-98-0) → N-(4-chloro-2-fluorophenyl)-7-(4-chlorobutoxy)-6-methoxy-4-quinazolinylamine (196603-97-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: dioxane / 24 h / Heating

1.2: 84 percent / NaOAc; AcOH / 3 h / Heating

2.1: SOCl₂; DMF / Heating

3.1: 71 percent / propan-2-ol / 1.5 h / Heating

4.1: 72 percent / TFA / 0.83 h / Heating

5.1: K₂CO₃ / dimethylformamide / 5 h / 40 °C

With thionyl chloride; potassium carbonate; N,N-dimethyl-formamide; trifluoroacetic acid; In 1,4-dioxane; N,N-dimethyl-formamide; isopropyl alcohol; 1.1: Condensation / 1.2: Cyclization / 2.1: Chlorination / 3.1: Substitution / 4.1: Deprotection / 5.1: Etherification;

DOI:10.1021/jm990345w

upstream raw materials:

4-chlorobutyl bromide

4-(4-chloro-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazoline

2-fluoro-4-chloroaniline

2-amino-4-benzyloxy-5-methoxybenzamide