4-(3-fluoroanilino)-6-methoxy-7-benzyloxyquinazoline

Base Information

• Chemical Name: 4-(3-fluoroanilino)-6-methoxy-7-benzyloxyquinazoline
• CAS No.: 1236153-16-4
• Molecular Formula: C₂₂H₁₈FN₃O₂
• Molecular Weight: 375.402
• Mol file: 1236153-16-4.mol

Synonyms:4-(3-fluoroanilino)-6-methoxy-7-benzyloxyquinazoline

Chemical Property of 4-(3-fluoroanilino)-6-methoxy-7-benzyloxyquinazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-fluoroanilino)-6-methoxy-7-benzyloxyquinazoline

There total 7 articles about 4-(3-fluoroanilino)-6-methoxy-7-benzyloxyquinazoline 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:

meta-fluoroaniline (372-19-0) + 7-benzyloxy-4-chloro-6-methoxyquinazoline (162364-72-9) → 4-(3-fluoroanilino)-6-methoxy-7-benzyloxyquinazoline (1236153-16-4)

Guidance literature:

In isopropyl alcohol;

Reference yield:

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one (179688-01-8) → 4-(3-fluoroanilino)-6-methoxy-7-benzyloxyquinazoline (1236153-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / N,N-dimethyl-formamide

2: isopropyl alcohol

With thionyl chloride; In N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.tetlet.2010.11.107

Reference yield:

methyl 4-(benzyloxy)-3-methoxybenzoate (56441-97-5) → 4-(3-fluoroanilino)-6-methoxy-7-benzyloxyquinazoline (1236153-16-4)

Guidance literature:

Multi-step reaction with 5 steps

1: nitric acid / acetic acid

2: sodium tetrahydroborate; nickel(II) chloride hexahydrate

3: formamide

4: thionyl chloride / N,N-dimethyl-formamide

5: isopropyl alcohol

With sodium tetrahydroborate; thionyl chloride; nickel(II) chloride hexahydrate; nitric acid; In formamide; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.tetlet.2010.11.107

upstream raw materials:

meta-fluoroaniline

7-benzyloxy-4-chloro-6-methoxyquinazoline

4-hydroxy-3-methoxybenzoic acid methyl ester

methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate

Downstream raw materials:

C₁₅H₁₂FN₃O₂

4-[(3-fluorophenyl)amino]-6-methoxy-7-(prop-2-ynyloxy)quinazoline

4-[(3-fluorophenyl)amino]-6-methoxy-7-(3,6,9,12-tetraoxapentadecan-14-ynyloxy)quinazoline

Refernces

• 1、 Pham, Helen Trinh,Hanson, Robert N.,Olmsted, Sandra L.,Kozhushnyan, Anton,Visentin, Adam,Weglinsky, Paul J.,Massero, Chris,Bailey, Kristen. "Synthesis of 6- and 7-propargyloxy derivatives of 4-(3-fluoroanilino)- quinazoline". supporting information; scheme or table. p. 1053 - 1056. Retrieved 2011/03/22.