4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoic acid methyl ester

Base Information

• Chemical Name: 4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoic acid methyl ester
• CAS No.: 133446-85-2
• Molecular Formula: C₂₀H₂₁N₃O₃
• Molecular Weight: 351.405

Synonyms:4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoic acid methyl ester

Chemical Property of 4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoic acid methyl ester

Chemical Property:

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Technology Process of 4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoic acid methyl ester

There total 2 articles about 4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoic acid methyl ester 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-methyl-6-nitroquinazolin-4(3H)-one (24688-36-6) → 4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoic acid methyl ester (133446-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / H₂ / 10percent Pd/C / methanol / 6.5 h

2: CaCO₃ / dimethylformamide / 1 h / 95 °C

3: 550 mg / NaCNBH₃, glacial acetic acid / acetonitrile; dimethylformamide; H₂O / 56 h / Ambient temperature

With hydrogen; sodium cyanoborohydride; acetic acid; calcium carbonate; palladium on activated charcoal; In methanol; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00111a042

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-[1-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylamino)-ethyl]-benzoic acid methyl ester (133446-83-0) → 4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoic acid methyl ester (133446-85-2)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In water; N,N-dimethyl-formamide; acetonitrile; for 56h; Ambient temperature;

DOI:10.1021/jm00111a042

Reference yield: 70.0%

4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoic acid methyl ester (133446-85-2) → (RS)-4-<1-ethyl>benzoic acid (133446-86-3)

Guidance literature:

With sodium hydroxide; In ethanol; at 52 ℃; for 0.5h;

DOI:10.1021/jm00111a042

upstream raw materials:

formaldehyd

4-[1-(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylamino)-ethyl]-benzoic acid methyl ester

2-methyl-6-nitroquinazolin-4(3H)-one

Downstream raw materials:

(RS)-4-<1-ethyl>benzoic acid

(S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoylamino)-pentanedioic acid

(S)-2-(4-{1-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-ethyl}-benzoylamino)-pentanedioic acid diethyl ester

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