Gefitinib InterMediate B

Base Information

• Chemical Name: Gefitinib InterMediate B
• CAS No.: 912556-91-3
• Molecular Formula: C18H16Cl2FN3O2
• Molecular Weight: 396.248
• Hs Code.: 2933990090
• Mol file: 912556-91-3.mol

Synonyms:N-(3-chloro-4-fluorophenyl)-6-(3-chloropropoxy)-7-methoxyquinazolin-4-amine;

Chemical Property of Gefitinib InterMediate B

Chemical Property:

• Melting Point: 234-236 °C
• Boiling Point: 523.3±50.0 °C(Predicted)
• PKA: 5.40±0.30(Predicted)
• PSA: 56.27000
• Density: 1.392±0.06 g/cm3(Predicted)
• LogP: 5.25520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

N-(3-Chloro-4-fluorophenyl)-6-(3-chloropropoxy)-7-methoxyquinazolin-4-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Gefitinib InterMediate B

There total 23 articles about Gefitinib InterMediate B 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: 93.0%

6-(3-chloropropoxy)-4-chloro-7-methoxyquinazoline (692059-41-9) + 3-chloro-4-fluorophenylamine (367-21-5) → 6-(3-chloropropoxy)-N-(3-chloro-4-fluorophenyl)-7-methoxyquinazolin-4-ylamine (912556-91-3)

Guidance literature:

In isopropyl alcohol; for 3h; Heating;

DOI:10.3390/12030673

Reference yield: 89.1%

3-chloro-4-fluorophenylamine (367-21-5) + N’-(2-cyano-4-(3-chloropropoxy)-5-methoxyphenyl)-N,N-dimethylformamidine → 6-(3-chloropropoxy)-N-(3-chloro-4-fluorophenyl)-7-methoxyquinazolin-4-ylamine (912556-91-3)

Guidance literature:

With acetic acid; In N,N-dimethyl-formamide; at 135 ℃;

Reference yield: 89.0%

1.3-chlorobromopropane (109-70-6) + 4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline (184475-71-6) → 6-(3-chloropropoxy)-N-(3-chloro-4-fluorophenyl)-7-methoxyquinazolin-4-ylamine (912556-91-3)

Guidance literature:

With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 40 ℃; for 6h;

upstream raw materials:

6-(3-chloropropoxy)-4-chloro-7-methoxyquinazoline

3-chloro-4-fluorophenylamine

6-(3-chloropropoxy)-7-methoxyquinazolin-4(3H)-one

3-hydroxy-4-methoxybenzoate

Downstream raw materials:

gefitinib

3-(4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yloxy)propyl 4-methylpiperazine-1-carbodithioate

tert-butyl 5-(3-((4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

tert-butyl 1-(3-((4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydropyrrolo[3.4-b]pyrrole-5(1H)carboxylate

Refernces

• 1、 Zhang, Yaling,Gao, Hongliang,Liu, Renjie,Liu, Juan,Chen, Li,Li, Xiabing,Zhao, Lijun,Wang, Wei,Li, Baolin. "Quinazoline-1-deoxynojirimycin hybrids as high active dual inhibitors of EGFR and α-glucosidase". supporting information. p. 4309 - 4313. Retrieved 2017/09/12.
• 2、 -. "Heterocycle Amido Alkyloxy Substituted Quinazoline Derivative and Use Thereof". . . Retrieved 2014/08/06.