N-(5-bromo-2-hydroxypyridin-3-yl)-4-(trifluoromethyl)benzamide

Base Information

• Chemical Name: N-(5-bromo-2-hydroxypyridin-3-yl)-4-(trifluoromethyl)benzamide
• CAS No.: 869645-73-8
• Molecular Formula: C₁₃H₈BrF₃N₂O₂
• Molecular Weight: 361.118
• Mol file: 869645-73-8.mol

Synonyms:N-(5-bromo-2-hydroxypyridin-3-yl)-4-(trifluoromethyl)benzamide

Chemical Property of N-(5-bromo-2-hydroxypyridin-3-yl)-4-(trifluoromethyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(5-bromo-2-hydroxypyridin-3-yl)-4-(trifluoromethyl)benzamide

There total 2 articles about N-(5-bromo-2-hydroxypyridin-3-yl)-4-(trifluoromethyl)benzamide 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: 60.0%

5-bromo-2-hydroxy-3-aminopyridine (98786-86-8) + 4-trifluoromethyl-phenyl acetyl chloride (329-15-7) → N-(5-bromo-2-hydroxypyridin-3-yl)-4-(trifluoromethyl)benzamide (869645-73-8)

Guidance literature:

5-bromo-2-hydroxy-3-aminopyridine; 4-trifluoromethyl-phenyl acetyl chloride; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃; for 6h;

Reference yield:

4-trifluoromethylbenzoic acid (455-24-3) → N-(5-bromo-2-hydroxypyridin-3-yl)-4-(trifluoromethyl)benzamide (869645-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0.5 h / 0 - 28 °C

2.1: pyridine / dichloromethane / 0.5 h / 25 - 28 °C / Inert atmosphere

2.2: 0.5 h / 25 - 28 °C

With pyridine; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

Reference yield: 70.0%

(R)-2-methanesulfonyloxy-3-phenylpropionic acid methyl ester (173327-33-8) + N-(5-bromo-2-hydroxypyridin-3-yl)-4-(trifluoromethyl)benzamide (869645-73-8) → (S)-2-[5-bromo-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester (869645-74-9)

Guidance literature:

N-(5-bromo-2-hydroxypyridin-3-yl)-4-(trifluoromethyl)benzamide; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

(R)-2-methanesulfonyloxy-3-phenylpropionic acid methyl ester; In tetrahydrofuran; at 50 ℃; for 20h;

upstream raw materials:

5-bromo-2-hydroxy-3-aminopyridine

4-trifluoromethyl-phenyl acetyl chloride

4-trifluoromethylbenzoic acid

Downstream raw materials:

(S)-2-[5-bromo-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester

6-bromo-2-(4-(trifluoromethyl)phenyl)oxazolo[5,4-b]pyridine

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[4-(trifluoromethyl)phenyl]oxazolo[5,4-b]pyridine

(S)-2-[5-Naphthalen-1-yl-2-oxo-3-(4-trifluoromethylbenzoylamino)-2H-pyridin-1-yl]-3-phenylpropionic acid methyl ester