4-[1-methyl-2,4-dioxo-6-(3-phenyl-[3-¹⁴C]prop-1-ynyl)-1,4-dihydro-2Hquinazolin-3-ylmethyl]benzoic acid

Base Information

• Chemical Name: 4-[1-methyl-2,4-dioxo-6-(3-phenyl-[3-¹⁴C]prop-1-ynyl)-1,4-dihydro-2Hquinazolin-3-ylmethyl]benzoic acid
• CAS No.: 1420878-93-8
• Molecular Formula: C₂₆H₂₀N₂O₄
• Molecular Weight: 426.445

Synonyms:4-[1-methyl-2,4-dioxo-6-(3-phenyl-[3-¹⁴C]prop-1-ynyl)-1,4-dihydro-2Hquinazolin-3-ylmethyl]benzoic acid

Chemical Property of 4-[1-methyl-2,4-dioxo-6-(3-phenyl-[3-¹⁴C]prop-1-ynyl)-1,4-dihydro-2Hquinazolin-3-ylmethyl]benzoic acid

Chemical Property:

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Technology Process of 4-[1-methyl-2,4-dioxo-6-(3-phenyl-[3-¹⁴C]prop-1-ynyl)-1,4-dihydro-2Hquinazolin-3-ylmethyl]benzoic acid

There total 8 articles about 4-[1-methyl-2,4-dioxo-6-(3-phenyl-[3-¹⁴C]prop-1-ynyl)-1,4-dihydro-2Hquinazolin-3-ylmethyl]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: 62.0%

4-(6-iodo-1-methyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl)benzoic acid (451471-60-6) + [3-14C]1-triphenylsilyl-3-phenylpropyne (1420878-92-7) → 4-[1-methyl-2,4-dioxo-6-(3-phenyl-[3-14C]prop-1-ynyl)-1,4-dihydro-2Hquinazolin-3-ylmethyl]benzoic acid (1420878-93-8)

Guidance literature:

With potassium fluoride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 40 ℃; for 4h; Inert atmosphere;

DOI:10.1002/jlcr.2963

Reference yield:

[1-14C]benzylbromide (15314-26-8) → 4-[1-methyl-2,4-dioxo-6-(3-phenyl-[3-14C]prop-1-ynyl)-1,4-dihydro-2Hquinazolin-3-ylmethyl]benzoic acid (1420878-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -78 - 20 °C / Inert atmosphere

1.2: 20 h / -78 - 60 °C / Inert atmosphere

2.1: potassium fluoride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 4 h / 40 °C / Inert atmosphere

With potassium fluoride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1002/jlcr.2963

Reference yield:

[carbonyl-(14)C]benzoic acid (1589-66-8) → 4-[1-methyl-2,4-dioxo-6-(3-phenyl-[3-14C]prop-1-ynyl)-1,4-dihydro-2Hquinazolin-3-ylmethyl]benzoic acid (1420878-93-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 10 h / 20 °C / Inert atmosphere

2.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 4 h / 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -78 - 20 °C / Inert atmosphere

3.2: 20 h / -78 - 60 °C / Inert atmosphere

4.1: potassium fluoride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 4 h / 40 °C / Inert atmosphere

With potassium fluoride; copper(l) iodide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; carbon tetrabromide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/jlcr.2963

upstream raw materials:

N-Methylanthranilic acid

[carbonyl-(14)C]benzoic acid

[1-¹⁴C]benzyl alcohol

[1-¹⁴C]benzylbromide

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