N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide

Base Information

• Chemical Name: N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide
• CAS No.: 1205540-16-4
• Molecular Formula: C₂₄H₁₇BrF₃N₅O
• Molecular Weight: 528.331
• Mol file: 1205540-16-4.mol

Synonyms:N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide

Chemical Property of N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide

Chemical Property:

Purity/Quality:

98% HPLC ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide

There total 12 articles about N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)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: 85.0%

methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate (917392-54-2) + [3-bromo-5-(trifluoromethyl)phenyl]amine (54962-75-3) → N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide (1205540-16-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja2102373

Reference yield: 29.0%

4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid (641569-94-0) + [3-bromo-5-(trifluoromethyl)phenyl]amine (54962-75-3) → N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide (1205540-16-4)

Guidance literature:

4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 3h;

[3-bromo-5-(trifluoromethyl)phenyl]amine; In N,N-dimethyl-formamide; at 80 ℃; for 18h;

Reference yield:

3-amino-4-methylbenzoic acid ethyl ester (41191-92-8) → N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide (1205540-16-4)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogenchloride / ethanol; water / 15 h / Reflux

2: ammonium nitrate / 0.5 h / 0 °C

3: sodium hydroxide / butan-1-ol / 72 h / Reflux; Inert atmosphere

4: sodium hydroxide / ethanol; water / 4 h / 45 - 50 °C

5: thionyl chloride / N,N-dimethyl-formamide / 1.5 h / Reflux

6: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 0 - 20 °C

With ammonium nitrate; hydrogenchloride; dmap; thionyl chloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1111/cbdd.12272

upstream raw materials:

4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid

[3-bromo-5-(trifluoromethyl)phenyl]amine

4-methyl-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoyl chloride

methyl-3-pyridylketone

Downstream raw materials:

nilotinib