2-amino-7-methoxy-6-[2-methyl-5-(3-trifluoromethylbenzamide)phenyl]-8-(2-pyridyl)quinazoline

Base Information

• Chemical Name: 2-amino-7-methoxy-6-[2-methyl-5-(3-trifluoromethylbenzamide)phenyl]-8-(2-pyridyl)quinazoline
• CAS No.: 1191929-32-4
• Molecular Formula: C₂₉H₂₂F₃N₅O₂
• Molecular Weight: 529.521
• Mol file: 1191929-32-4.mol

Synonyms:2-amino-7-methoxy-6-[2-methyl-5-(3-trifluoromethylbenzamide)phenyl]-8-(2-pyridyl)quinazoline

Chemical Property of 2-amino-7-methoxy-6-[2-methyl-5-(3-trifluoromethylbenzamide)phenyl]-8-(2-pyridyl)quinazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-amino-7-methoxy-6-[2-methyl-5-(3-trifluoromethylbenzamide)phenyl]-8-(2-pyridyl)quinazoline

There total 8 articles about 2-amino-7-methoxy-6-[2-methyl-5-(3-trifluoromethylbenzamide)phenyl]-8-(2-pyridyl)quinazoline 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: 44.0%

2-amino-8-bromo-7-methoxy-6-[2-methyl-5-((3-trifluoromethyl)benzamido)phenyl]quinazoline (1191932-18-9) + 2-tri-n-butylstannylpyridine (17997-47-6) → 2-amino-7-methoxy-6-[2-methyl-5-(3-trifluoromethylbenzamide)phenyl]-8-(2-pyridyl)quinazoline (1191929-32-4)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 140 ℃; for 4h; Inert atmosphere;

Reference yield:

N-[4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-trifluoromethyl-benzamide (876322-58-6) → 2-amino-7-methoxy-6-[2-methyl-5-(3-trifluoromethylbenzamide)phenyl]-8-(2-pyridyl)quinazoline (1191929-32-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 1 h / Reflux

2: N-Bromosuccinimide / chloroform; acetic acid / 3 h / 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 4 h / 140 °C / Inert atmosphere

With N-Bromosuccinimide; sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; chloroform; water; acetic acid; N,N-dimethyl-formamide;

Reference yield:

4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine (882670-69-1) → 2-amino-7-methoxy-6-[2-methyl-5-(3-trifluoromethylbenzamide)phenyl]-8-(2-pyridyl)quinazoline (1191929-32-4)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 0.17 h / 0 °C

2: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 1 h / Reflux

3: N-Bromosuccinimide / chloroform; acetic acid / 3 h / 20 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 4 h / 140 °C / Inert atmosphere

With N-Bromosuccinimide; sodium carbonate; triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; chloroform; water; acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

2-amino-8-bromo-7-methoxy-6-[2-methyl-5-((3-trifluoromethyl)benzamido)phenyl]quinazoline

2-tri-n-butylstannylpyridine

5-bromo-2-fluoro-4-methoxybenzaldehyde

4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

Downstream raw materials:

2-amino-7-hydroxy-6-[2-methyl-5-(3-trifluoromethylbenzamide)phenyl]-8-(2-pyridyl)quinazoline