(E)-N-[7-(8-oxabicyclo[3.2.1]octan-3-yloxy)-4-(3-chloro-4-fluorophenylamino)quinazolin-6-yl]-4-bromo-2-butenamide

Base Information

• Chemical Name: (E)-N-[7-(8-oxabicyclo[3.2.1]octan-3-yloxy)-4-(3-chloro-4-fluorophenylamino)quinazolin-6-yl]-4-bromo-2-butenamide
• CAS No.: 1363569-79-2
• Molecular Formula: C₂₅H₂₃BrClFN₄O₃
• Molecular Weight: 561.838
• Mol file: 1363569-79-2.mol

Synonyms:(E)-N-[7-(8-oxabicyclo[3.2.1]octan-3-yloxy)-4-(3-chloro-4-fluorophenylamino)quinazolin-6-yl]-4-bromo-2-butenamide

Chemical Property of (E)-N-[7-(8-oxabicyclo[3.2.1]octan-3-yloxy)-4-(3-chloro-4-fluorophenylamino)quinazolin-6-yl]-4-bromo-2-butenamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-N-[7-(8-oxabicyclo[3.2.1]octan-3-yloxy)-4-(3-chloro-4-fluorophenylamino)quinazolin-6-yl]-4-bromo-2-butenamide

There total 7 articles about (E)-N-[7-(8-oxabicyclo[3.2.1]octan-3-yloxy)-4-(3-chloro-4-fluorophenylamino)quinazolin-6-yl]-4-bromo-2-butenamide 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-bromocrotonyl chloride (99083-25-7) + 7-(8-oxabicyclo[3.2.1]octan-3-yloxy)-N-(4-(3-chloro-4-fluorophenyl))quinazolin-4,6-diamine (1363359-56-1) → (E)-N-[7-(8-oxabicyclo[3.2.1]octan-3-yloxy)-4-(3-chloro-4-fluorophenylamino)quinazolin-6-yl]-4-bromo-2-butenamide (1363569-79-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h;

Reference yield:

7-fluoro-6-nitro-3H-quinazolin-4-one (162012-69-3) → (E)-N-[7-(8-oxabicyclo[3.2.1]octan-3-yloxy)-4-(3-chloro-4-fluorophenylamino)quinazolin-6-yl]-4-bromo-2-butenamide (1363569-79-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: thionyl chloride

2.1: isopropyl alcohol

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Cooling with ice

3.2: 20 °C

4.1: acetic acid; iron / ethanol

5.1: triethylamine / dichloromethane / 12 h / 20 °C

With thionyl chloride; iron; sodium hydride; acetic acid; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;

Reference yield:

7-fluoro-3H-quinazolin-4-one (16499-57-3) → (E)-N-[7-(8-oxabicyclo[3.2.1]octan-3-yloxy)-4-(3-chloro-4-fluorophenylamino)quinazolin-6-yl]-4-bromo-2-butenamide (1363569-79-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: nitric acid; sulfuric acid

2.1: thionyl chloride

3.1: isopropyl alcohol

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Cooling with ice

4.2: 20 °C

5.1: acetic acid; iron / ethanol

6.1: triethylamine / dichloromethane / 12 h / 20 °C

With thionyl chloride; sulfuric acid; nitric acid; iron; sodium hydride; acetic acid; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;

upstream raw materials:

4-fluoroanthranilic acid

7-fluoro-3H-quinazolin-4-one

7-fluoro-6-nitro-3H-quinazolin-4-one

N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine

Downstream raw materials:

(E)-N-[7-(8-oxabicyclo[3.2.1]octan-3-yloxy)-4-(3-chloro-4-fluorophenylamino)quinazolin-6-yl]-4-(piperidin-1-yl)-2-butenamide

Refernces