3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid tert-butyl ester

Base Information

• Chemical Name: 3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid tert-butyl ester
• CAS No.: 1257665-55-6
• Molecular Formula: C₃₂H₂₇ClFN₃O₄
• Molecular Weight: 572.035
• Mol file: 1257665-55-6.mol

Synonyms:3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid tert-butyl ester

Chemical Property of 3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid tert-butyl ester

There total 9 articles about 3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid tert-butyl ester 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: 76.0%

(tert-butyloxycarbonylmethyl)triphenylphosphonium chloride (35000-37-4) + 5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde (231278-84-5) → 3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid tert-butyl ester (1257665-55-6)

Guidance literature:

With triethylamine; sodium hydroxide; In dichloromethane; water; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm100665z

Reference yield:

4-chloro-6-iodoquinazoline (98556-31-1) → 3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid tert-butyl ester (1257665-55-6)

Guidance literature:

Multi-step reaction with 3 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: triethylamine; sodium hydroxide / dichloromethane; water / 20 °C / Inert atmosphere

With bis(triphenylphosphine)palladium(II) dichloride; sodium carbonate; triethylamine; sodium hydroxide; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; 2: Suzuki coupling / 3: Wittig reaction;

DOI:10.1021/jm100665z

Reference yield:

3-chloro-4-(3-fluorobenzyloxy)nitrobenzene (443882-99-3) → 3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid tert-butyl ester (1257665-55-6)

Guidance literature:

Multi-step reaction with 4 steps

1: platinum/carbon xerogel catalyst; hydrogen / tetrahydrofuran

2: 1 h / Heating; Inert atmosphere

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

4: triethylamine; sodium hydroxide / dichloromethane; water / 20 °C / Inert atmosphere

With bis(triphenylphosphine)palladium(II) dichloride; platinum/carbon xerogel catalyst; hydrogen; sodium carbonate; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; 3: Suzuki coupling / 4: Wittig reaction;

DOI:10.1021/jm100665z

upstream raw materials:

(tert-butyloxycarbonylmethyl)triphenylphosphonium chloride

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

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

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

Downstream raw materials:

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

3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-(tetrahydropyran-2-yloxy)acrylamide

(E)-N-(2-aminophenyl)-3-(5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-yl)acrylamide

3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-hydroxyacrylamide hydrochloride