4-(3-chloro-4-(2-(dipropylamino)acetamido)anilino)-6-isobutyramidoquinazoline

Base Information

• Chemical Name: 4-(3-chloro-4-(2-(dipropylamino)acetamido)anilino)-6-isobutyramidoquinazoline
• CAS No.: 1454833-83-0
• Molecular Formula: C₂₆H₃₃ClN₆O₂
• Molecular Weight: 497.04
• Mol file: 1454833-83-0.mol

Synonyms:4-(3-chloro-4-(2-(dipropylamino)acetamido)anilino)-6-isobutyramidoquinazoline

Chemical Property of 4-(3-chloro-4-(2-(dipropylamino)acetamido)anilino)-6-isobutyramidoquinazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-chloro-4-(2-(dipropylamino)acetamido)anilino)-6-isobutyramidoquinazoline

There total 11 articles about 4-(3-chloro-4-(2-(dipropylamino)acetamido)anilino)-6-isobutyramidoquinazoline 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: 76.8%

4-[3-chloro-4-(2-dipropylaminoacetylamino)anilino]-6-aminoquinazoline (1454833-85-2) + 2-Methylpropionic anhydride (97-72-3) → 4-(3-chloro-4-(2-(dipropylamino)acetamido)anilino)-6-isobutyramidoquinazoline (1454833-83-0)

Guidance literature:

With sodium carbonate; In acetonitrile; at -5 - 50 ℃; for 4h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 74.3%

4-[3-chloro-4-(2-dipropylaminoacetylamino)anilino]-6-aminoquinazoline (1454833-85-2) + isobutyryl chloride (79-30-1) → 4-(3-chloro-4-(2-(dipropylamino)acetamido)anilino)-6-isobutyramidoquinazoline (1454833-83-0)

Guidance literature:

With dmap; In chloroform; at 0 - 20 ℃; for 20h;

DOI:10.1002/cmdc.201300120

Reference yield:

2-Chloro-4-nitroaniline (121-87-9) → 4-(3-chloro-4-(2-(dipropylamino)acetamido)anilino)-6-isobutyramidoquinazoline (1454833-83-0)

Guidance literature:

Multi-step reaction with 6 steps

1: dichloromethane / 20 h / 0 - 20 °C

2: dichloromethane / 20 h / Reflux

3: iron; hydrogenchloride / ethanol; water / 4 h / 20 °C / Reflux

4: triethylamine / isopropyl alcohol / 8 h / Reflux

5: iron; hydrogenchloride / ethanol; water / 4 h / 20 °C / Reflux

6: dmap / chloroform / 20 h / 0 - 20 °C

With hydrogenchloride; dmap; iron; triethylamine; In ethanol; dichloromethane; chloroform; water; isopropyl alcohol;

DOI:10.1002/cmdc.201300120

upstream raw materials:

4-(3-chloro-4-(2-(dipropylamino)acetamido)anilino)-6-nitroquinazoline

4-chloro-6-nitro-quinazoline

4-[3-chloro-4-(2-dipropylaminoacetylamino)anilino]-6-aminoquinazoline

isobutyryl chloride

Refernces

• 1、 Rao, Guo-Wu,Xu, Geng-Jie,Wang, Jian,Jiang, Xu-Liang,Li, Hai-Bo. "Synthesis, Antitumor Evaluation and Docking Study of Novel 4-Anilinoquinazoline Derivatives as Potential Epidermal Growth Factor Receptor (EGFR) Inhibitors". . p. 928 - 933. Retrieved 2013/07/27.