4-{[(2-Amino-4-oxo-5-trifluoromethyl-3,4-dihydro-quinazolin-6-yl)-(2,2,2-trifluoro-acetyl)-amino]-methyl}-benzoic acid

Base Information

• Chemical Name: 4-{[(2-Amino-4-oxo-5-trifluoromethyl-3,4-dihydro-quinazolin-6-yl)-(2,2,2-trifluoro-acetyl)-amino]-methyl}-benzoic acid
• CAS No.: 143745-38-4
• Molecular Formula: C₁₉H₁₂F₆N₄O₄
• Molecular Weight: 474.319

Synonyms:4-{[(2-Amino-4-oxo-5-trifluoromethyl-3,4-dihydro-quinazolin-6-yl)-(2,2,2-trifluoro-acetyl)-amino]-methyl}-benzoic acid

Chemical Property of 4-{[(2-Amino-4-oxo-5-trifluoromethyl-3,4-dihydro-quinazolin-6-yl)-(2,2,2-trifluoro-acetyl)-amino]-methyl}-benzoic acid

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Technology Process of 4-{[(2-Amino-4-oxo-5-trifluoromethyl-3,4-dihydro-quinazolin-6-yl)-(2,2,2-trifluoro-acetyl)-amino]-methyl}-benzoic acid

There total 3 articles about 4-{[(2-Amino-4-oxo-5-trifluoromethyl-3,4-dihydro-quinazolin-6-yl)-(2,2,2-trifluoro-acetyl)-amino]-methyl}-benzoic 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:

Methyl 4-(bromomethyl)benzoate (2417-72-3) → 4-{[(2-Amino-4-oxo-5-trifluoromethyl-3,4-dihydro-quinazolin-6-yl)-(2,2,2-trifluoro-acetyl)-amino]-methyl}-benzoic acid (143745-38-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / CaCO₃ / N,N-dimethyl-acetamide / 20 h / 60 °C

2: 44 percent / 0.5 N aq. NaOH / 18 h / 95 °C

3: 37 percent / 48 h

With sodium hydroxide; calcium carbonate; In N,N-dimethyl acetamide;

DOI:10.1021/jm00100a013

Reference yield:

2,6-diamino-3,4-dihydro-4-oxo-5-(trifluoromethyl)quinazoline (133116-87-7) → 4-{[(2-Amino-4-oxo-5-trifluoromethyl-3,4-dihydro-quinazolin-6-yl)-(2,2,2-trifluoro-acetyl)-amino]-methyl}-benzoic acid (143745-38-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / CaCO₃ / N,N-dimethyl-acetamide / 20 h / 60 °C

2: 44 percent / 0.5 N aq. NaOH / 18 h / 95 °C

3: 37 percent / 48 h

With sodium hydroxide; calcium carbonate; In N,N-dimethyl acetamide;

DOI:10.1021/jm00100a013

Reference yield:

methyl 5-(trifluoromethyl)-5,8-dideazaisopteroate (143745-15-7) → 4-{[(2-Amino-4-oxo-5-trifluoromethyl-3,4-dihydro-quinazolin-6-yl)-(2,2,2-trifluoro-acetyl)-amino]-methyl}-benzoic acid (143745-38-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / 0.5 N aq. NaOH / 18 h / 95 °C

2: 37 percent / 48 h

With sodium hydroxide;

DOI:10.1021/jm00100a013

upstream raw materials:

Methyl 4-(bromomethyl)benzoate

2,6-diamino-3,4-dihydro-4-oxo-5-(trifluoromethyl)quinazoline

methyl 5-(trifluoromethyl)-5,8-dideazaisopteroate

Downstream raw materials:

N^δ-(tert-butyloxycarbonyl)-N^α-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine

N^α-<5-(trifluoromethyl)-5,8-dideazaisopteroyl>-L-ornithine

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