4-[(2-Chloromethyl-7-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-N-(3-nitro-benzyl)-benzamide

Base Information

• Chemical Name: 4-[(2-Chloromethyl-7-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-N-(3-nitro-benzyl)-benzamide
• CAS No.: 173952-27-7
• Molecular Formula: C₂₈H₂₃ClFN₅O₄
• Molecular Weight: 547.973
• Mol file: 173952-27-7.mol

Synonyms:4-[(2-Chloromethyl-7-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-N-(3-nitro-benzyl)-benzamide

Chemical Property of 4-[(2-Chloromethyl-7-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-N-(3-nitro-benzyl)-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(2-Chloromethyl-7-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-N-(3-nitro-benzyl)-benzamide

There total 10 articles about 4-[(2-Chloromethyl-7-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-N-(3-nitro-benzyl)-benzamide 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:

2-Fluoro-4-[(2-hydroxymethyl-7-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide (173952-25-5) → 4-[(2-Chloromethyl-7-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-N-(3-nitro-benzyl)-benzamide (173952-27-7)

Guidance literature:

With thionyl chloride; In dichloromethane; for 1h;

DOI:10.1021/jm950645n

Reference yield:

3-nitrobenzylamine (7409-18-9) → 4-[(2-Chloromethyl-7-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-N-(3-nitro-benzyl)-benzamide (173952-27-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / diphenyl phosphorazidate, triethylamine / dimethylformamide / 16 h

2: 60 percent / CaCO₃ / dimethylformamide / 18 h / 80 °C

3: 89 percent / 1 N aq. NaOH / methanol / 4 h

4: SOCl₂ / CH₂Cl₂ / 1 h

With sodium hydroxide; thionyl chloride; diphenyl phosphoryl azide; triethylamine; calcium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm950645n

Reference yield:

tert-butyl 2-fluoro-4-(prop-2-ynylamino)benzoate (140373-03-1) → 4-[(2-Chloromethyl-7-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-N-(3-nitro-benzyl)-benzamide (173952-27-7)

Guidance literature:

Multi-step reaction with 5 steps

1: trifluoroacetic acid / CH₂Cl₂ / 3 h

2: 79 percent / diphenyl phosphorazidate, triethylamine / dimethylformamide / 16 h

3: 60 percent / CaCO₃ / dimethylformamide / 18 h / 80 °C

4: 89 percent / 1 N aq. NaOH / methanol / 4 h

5: SOCl₂ / CH₂Cl₂ / 1 h

With sodium hydroxide; thionyl chloride; diphenyl phosphoryl azide; triethylamine; trifluoroacetic acid; calcium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm950645n

upstream raw materials:

2-Fluoro-4-[(2-hydroxymethyl-7-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-(3-nitro-benzyl)-benzamide

3-nitrobenzylamine

tert-butyl 2-fluoro-4-(prop-2-ynylamino)benzoate

2-Fluoro-4-prop-2-ynylamino-benzoic acid