N-(2,5-difluoro-4-{N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]prop-2-ynylamino}benzoyl)-L-glutamic acid

Base Information

Chemical Name:N-(2,5-difluoro-4-{N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]prop-2-ynylamino}benzoyl)-L-glutamic acid
CAS No.:141412-83-1
Molecular Formula:C₂₅H₂₂F₂N₄O₆
Molecular Weight:512.47
Hs Code.:

Synonyms:N-(2,5-difluoro-4-{N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]prop-2-ynylamino}benzoyl)-L-glutamic acid

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Chemical Property of N-(2,5-difluoro-4-{N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]prop-2-ynylamino}benzoyl)-L-glutamic acid

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Technology Process of N-(2,5-difluoro-4-{N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]prop-2-ynylamino}benzoyl)-L-glutamic acid

There total 8 articles about N-(2,5-difluoro-4-{N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]prop-2-ynylamino}benzoyl)-L-glutamic acid 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: 90.0%

: 141412-68-2
diethyl N-(2,5-difluoro-4-(N-((3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-L-glutamate

: 141412-83-1
N-(2,5-difluoro-4-{N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]prop-2-ynylamino}benzoyl)-L-glutamic acid

Guidance literature:: With sodium hydroxide; In ethanol; for 5h; Ambient temperature;
DOI:10.1021/jm00090a024

Reference yield:

: 452-67-5
1,4-difluoro-2-methylbenzene

: 141412-83-1
N-(2,5-difluoro-4-{N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]prop-2-ynylamino}benzoyl)-L-glutamic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / fuming HNO₃ / 0.5 h / 0 - 10 °C

2: 85 percent / Na₂Cr₂O₇, AcOH, conc. H₂SO₄

3: oxalyl chloride, DMF / CH₂Cl₂ / 2.5 h

4: 100 percent / Et₃N / CH₂Cl₂ / 1 h

5: 85 percent / Fe, AcOH / 2 h / 50 °C

6: 34 percent / K₂CO₃ / dimethylformamide; toluene / 5 h / 100 °C

7: 30 percent / Cs₂CO₃ / acetonitrile / 24 h / 80 °C

8: 90 percent / aq. NaOH / ethanol / 5 h / Ambient temperature

With sodium hydroxide; sodium dichromate; oxalyl dichloride; sulfuric acid; nitric acid; iron; potassium carbonate; caesium carbonate; acetic acid; triethylamine; N,N-dimethyl-formamide; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00090a024

Reference yield:

: 141412-60-4
1,4-difluoro-2-methyl-5-nitrobenzene

: 141412-83-1
N-(2,5-difluoro-4-{N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]prop-2-ynylamino}benzoyl)-L-glutamic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / Na₂Cr₂O₇, AcOH, conc. H₂SO₄

2: oxalyl chloride, DMF / CH₂Cl₂ / 2.5 h

3: 100 percent / Et₃N / CH₂Cl₂ / 1 h

4: 85 percent / Fe, AcOH / 2 h / 50 °C

5: 34 percent / K₂CO₃ / dimethylformamide; toluene / 5 h / 100 °C

6: 30 percent / Cs₂CO₃ / acetonitrile / 24 h / 80 °C

7: 90 percent / aq. NaOH / ethanol / 5 h / Ambient temperature

With sodium hydroxide; sodium dichromate; oxalyl dichloride; sulfuric acid; iron; potassium carbonate; caesium carbonate; acetic acid; triethylamine; N,N-dimethyl-formamide; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00090a024