5-{4-[3-chloro-4-(3-fluorobenzyloxy)phenylamino]quinazolin-6-yl}furan-2-carboxylic acid hydroxyamide hydrochloride

Base Information

• Chemical Name: 5-{4-[3-chloro-4-(3-fluorobenzyloxy)phenylamino]quinazolin-6-yl}furan-2-carboxylic acid hydroxyamide hydrochloride
• CAS No.: 1152131-99-1
• Molecular Formula: C₂₆H₁₈ClFN₄O₄*ClH
• Molecular Weight: 541.366
• Mol file: 1152131-99-1.mol

Synonyms:5-{4-[3-chloro-4-(3-fluorobenzyloxy)phenylamino]quinazolin-6-yl}furan-2-carboxylic acid hydroxyamide hydrochloride

Chemical Property of 5-{4-[3-chloro-4-(3-fluorobenzyloxy)phenylamino]quinazolin-6-yl}furan-2-carboxylic acid hydroxyamide hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{4-[3-chloro-4-(3-fluorobenzyloxy)phenylamino]quinazolin-6-yl}furan-2-carboxylic acid hydroxyamide hydrochloride

There total 10 articles about 5-{4-[3-chloro-4-(3-fluorobenzyloxy)phenylamino]quinazolin-6-yl}furan-2-carboxylic acid hydroxyamide hydrochloride 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%

5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-carboxylic acid (tetrahydropyran-2-yloxy)amide (1152131-87-7) → 5-{4-[3-chloro-4-(3-fluorobenzyloxy)phenylamino]quinazolin-6-yl}furan-2-carboxylic acid hydroxyamide hydrochloride (1152131-99-1)

Guidance literature:

With hydrogenchloride; water; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm100665z

Reference yield:

4-chloro-6-iodoquinazoline (98556-31-1) → 5-{4-[3-chloro-4-(3-fluorobenzyloxy)phenylamino]quinazolin-6-yl}furan-2-carboxylic acid hydroxyamide hydrochloride (1152131-99-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1 h / Heating; Inert atmosphere

2: bis(triphenylphosphine)palladium(II) dichloride; sodium carbonate / 1,2-dimethoxyethane; ethanol; water / 60 °C / Inert atmosphere

3: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4: hydrogenchloride; water / methanol / 20 °C / Inert atmosphere

With hydrogenchloride; bis(triphenylphosphine)palladium(II) dichloride; water; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In methanol; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; 2: Suzuki coupling;

DOI:10.1021/jm100665z

Reference yield:

5-{4-[3-chloro-4-(3-fluorobenzyloxy)phenylamino]quinazolin-6-yl}furan-2-carboxylic acid (1152131-73-1) → 5-{4-[3-chloro-4-(3-fluorobenzyloxy)phenylamino]quinazolin-6-yl}furan-2-carboxylic acid hydroxyamide hydrochloride (1152131-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: hydrogenchloride; water / methanol / 20 °C / Inert atmosphere

With hydrogenchloride; water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm100665z

upstream raw materials:

5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-carboxylic acid (tetrahydropyran-2-yloxy)amide

3-chloro-4-(3-fluorobenzyloxy)nitrobenzene

5-{4-[3-chloro-4-(3-fluorobenzyloxy)phenylamino]quinazolin-6-yl}furan-2-carboxylic acid

6-iodo-1H-quinazolin-4-one

Refernces