5-(4-[3-Chloro-4-(3-fluorobenzyloxy)-anilino]-6-quinazolinyl)-furan-2-carbaldehyde tosylate

Base Information

• Chemical Name: 5-(4-[3-Chloro-4-(3-fluorobenzyloxy)-anilino]-6-quinazolinyl)-furan-2-carbaldehyde tosylate
• CAS No.: 388082-75-5
• Molecular Formula: C26H17ClFN3O3.C7H8O3S
• Molecular Weight: 646
• European Community (EC) Number: 929-151-9
• Mol file: 388082-75-5.mol

Synonyms:5-(4-[3-chloro-4-(3-fluorobenzyloxy)-anilino]-6-quinazolinyl)-furan-2-carbaldehyde tosylate;388082-75-5;5-(4-((3-Chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)quinazolin-6-yl)furan-2-Carbaldehyde 4-methylbenzenesulfonate;5-[4-[3-chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde;4-methylbenzenesulfonic acid;4-methylbenzene-1-sulfonic acid;5-[4-({3-chloro-4-[(3-fluorophenyl)methoxy]phenyl}amino)quinazolin-6-yl]furan-2-carbaldehyde;SCHEMBL138668;UVCWLJMIKDQVBS-UHFFFAOYSA-N;AKOS015904334;5-(4-((3-Chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)quinazolin-6-yl)furan-2-Carbaldehyde4-methylbenzenesulfonate

Chemical Property of 5-(4-[3-Chloro-4-(3-fluorobenzyloxy)-anilino]-6-quinazolinyl)-furan-2-carbaldehyde tosylate

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 645.1136626
• Heavy Atom Count: 45
• Complexity: 882

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)O.C1=CC(=CC(=C1)F)COC2=C(C=C(C=C2)NC3=NC=NC4=C3C=C(C=C4)C5=CC=C(O5)C=O)Cl

Technology Process of 5-(4-[3-Chloro-4-(3-fluorobenzyloxy)-anilino]-6-quinazolinyl)-furan-2-carbaldehyde tosylate

There total 13 articles about 5-(4-[3-Chloro-4-(3-fluorobenzyloxy)-anilino]-6-quinazolinyl)-furan-2-carbaldehyde tosylate 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:

4-chloro-6-iodoquinazoline (98556-31-1) → 5-(4-[3-chloro-4-(3-fluorobenzyloxy)-anilino]-6-quinazolinyl)-furan-2-carbaldehyde 4-methylbenzenesulfonate (388082-75-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene / 1 h / 90 °C

1.2: 5 h / 20 - 72 °C

2.1: N-ethyl-N,N-diisopropylamine / palladium 10% on activated carbon / ethanol / 3 h / 70 °C

3.1: tetrahydrofuran; ethanol; water / 4 h / 25 - 65 °C

With N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; water; toluene;

Reference yield:

N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine (231278-20-9) → 5-(4-[3-chloro-4-(3-fluorobenzyloxy)-anilino]-6-quinazolinyl)-furan-2-carbaldehyde 4-methylbenzenesulfonate (388082-75-5)

Guidance literature:

With hydrogenchloride; palladium-carbon; In methanol; 1,2-dimethoxyethane; Hg; ethanol; water;

Reference yield:

5-formylfurane-2-boronic acid (27329-70-0) + toluene-4-sulfonic acid (104-15-4) + N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine (231278-20-9) → 5-(4-[3-chloro-4-(3-fluorobenzyloxy)-anilino]-6-quinazolinyl)-furan-2-carbaldehyde 4-methylbenzenesulfonate (388082-75-5)

Guidance literature:

5-formylfurane-2-boronic acid; N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine; palladium 10% on activated carbon; In isopropyl methanesulfonate; for 0.0833333h;

With N-ethyl-N,N-diisopropylamine; In isopropyl methanesulfonate; at 70 ℃; for 3h;

toluene-4-sulfonic acid; In tetrahydrofuran; isopropyl methanesulfonate; water; at 25 - 65 ℃; for 4h;

upstream raw materials:

toluene-4-sulfonic acid

5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde

5-formylfurane-2-boronic acid

furfural

Refernces

• 1、 -. "LAPATINIB INTERMEDIATES". Page/Page column 19-20. . Retrieved 2010/04/03.
• 2、 -. "CANCER TREATMENT METHOD". Page/Page column 41. . Retrieved 2008/06/13.