quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide

Base Information

• Chemical Name: quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide
• CAS No.: 1269420-79-2
• Molecular Formula: C₁₈H₁₆F₂N₄O₃S
• Molecular Weight: 406.413
• Mol file: 1269420-79-2.mol

Synonyms:quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide

Chemical Property of quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide

There total 7 articles about quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide 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: 29.0%

4-chloro-N-(2,6-difluoro-3-(propylsulfonamido)phenyl)quinazoline-8-carboxamide (1269421-68-2) → quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide (1269420-79-2)

Guidance literature:

With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 150 ℃; for 0.25h; Microwave irradiation;

Reference yield:

2,6-difluoro-3-(propane-1-sulfonylamino)benzoic acid (1103234-56-5) → quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide (1269420-79-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran / 5 h / 20 - 80 °C

1.2: 15 h / 80 °C

2.1: magnesium sulfate; pyridine / chloroform / 1 h / 20 - 60 °C

3.1: tri-n-butyl-tin hydride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 0.25 h / 150 °C / Microwave irradiation

With pyridine; diphenyl phosphoryl azide; tri-n-butyl-tin hydride; magnesium sulfate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; chloroform; toluene; 1.2: Curtius Rearrangement;

Reference yield:

2,6-difluoro-3-nitrobenzoic acid (83141-10-0) → quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide (1269420-79-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: methanol / 2 h / Cooling with water bath

2.1: hydrogen / palladium 10% on activated carbon / ethanol / Inert atmosphere

3.1: triethylamine / dichloromethane / 1 h / 20 °C / Cooling with water bath

4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 20 °C

5.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran / 5 h / 20 - 80 °C

5.2: 15 h / 80 °C

6.1: magnesium sulfate; pyridine / chloroform / 1 h / 20 - 60 °C

7.1: tri-n-butyl-tin hydride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 0.25 h / 150 °C / Microwave irradiation

With pyridine; methanol; diphenyl phosphoryl azide; water; hydrogen; tri-n-butyl-tin hydride; magnesium sulfate; triethylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; toluene; 5.2: Curtius Rearrangement;

upstream raw materials:

2,6-difluoro-3-(propane-1-sulfonylamino)benzoic acid

2,6-difluoro-3-nitrobenzoic acid

N-(3-amino-2,4-difluorophenyl)propane-1-sulfonamide

methyl 3-amino-2,6-difluorobenzoate