N-(2,4-di(tert-butyl-d₉)-3,6-d₂-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

Base Information

• Chemical Name: N-(2,4-di(tert-butyl-d₉)-3,6-d₂-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide
• CAS No.: 1413430-93-9
• Molecular Formula: C₂₄H₂₈N₂O₃
• Molecular Weight: 412.339

Synonyms:N-(2,4-di(tert-butyl-d₉)-3,6-d₂-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

Chemical Property of N-(2,4-di(tert-butyl-d₉)-3,6-d₂-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

Chemical Property:

Purity/Quality:

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Technology Process of N-(2,4-di(tert-butyl-d₉)-3,6-d₂-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

There total 5 articles about N-(2,4-di(tert-butyl-d₉)-3,6-d₂-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide 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: 36.0%

5-amino-2,4-di(tert-butyl-d9)-3,6-d2-phenol (1413431-28-3) + 4-oxo-1,4-dihydroquinoline-3-carboxylic acid (13721-01-2) → N-(2,4-di(tert-butyl-d9)-3,6-d2-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide (1413430-93-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

Reference yield:

phenol-d6 (13127-88-3,80441-87-8) → N-(2,4-di(tert-butyl-d9)-3,6-d2-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide (1413430-93-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1,2-dichloro-ethane / rhenium(I) pentacarbonyl bromide / 15 h / 85 °C

2.1: dmap; triethylamine / dichloromethane / 15 h / 0 - 20 °C

3.1: nitric acid; sulfuric acid / 2 h / 0 - 20 °C

3.2: 2 h

3.3: pH 2

4.1: ammonium formate / palladium 10% on activated carbon / ethanol / 2 h / Reflux

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3 h / 20 °C

With dmap; sulfuric acid; nitric acid; ammonium formate; 1,2-dichloro-ethane; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; rhenium(I) pentacarbonyl bromide; palladium 10% on activated carbon; In ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Friedel Crafts Alkylation;

Reference yield:

2,4-di(tert-butyl-d9)-3,5,6-d3-phenylmethyl carbonate (1413431-26-1) → N-(2,4-di(tert-butyl-d9)-3,6-d2-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide (1413430-93-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: nitric acid; sulfuric acid / 2 h / 0 - 20 °C

1.2: 2 h

1.3: pH 2

2.1: ammonium formate / palladium 10% on activated carbon / ethanol / 2 h / Reflux

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3 h / 20 °C

With sulfuric acid; nitric acid; ammonium formate; N-ethyl-N,N-diisopropylamine; HATU; palladium 10% on activated carbon; In ethanol; N,N-dimethyl-formamide;

upstream raw materials:

5-amino-2,4-di(tert-butyl-d₉)-3,6-d₂-phenol

4-oxo-1,4-dihydroquinoline-3-carboxylic acid

phenol-d6

2,4-di(tert-butyl-d₉)-3,5,6-d₃-phenylmethyl carbonate

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