2-chloro-6-fluoro-N-(3-{[4-(trifluoromethyl)phenyl]amino}[1,2]thiazolo[4,5-b]pyridin-7-yl)benzamide

Base Information

• Chemical Name: 2-chloro-6-fluoro-N-(3-{[4-(trifluoromethyl)phenyl]amino}[1,2]thiazolo[4,5-b]pyridin-7-yl)benzamide
• CAS No.: 1427158-58-4
• Molecular Formula: C₂₀H₁₁ClF₄N₄OS
• Molecular Weight: 466.846
• Mol file: 1427158-58-4.mol

Synonyms:2-chloro-6-fluoro-N-(3-{[4-(trifluoromethyl)phenyl]amino}[1,2]thiazolo[4,5-b]pyridin-7-yl)benzamide

Chemical Property of 2-chloro-6-fluoro-N-(3-{[4-(trifluoromethyl)phenyl]amino}[1,2]thiazolo[4,5-b]pyridin-7-yl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-chloro-6-fluoro-N-(3-{[4-(trifluoromethyl)phenyl]amino}[1,2]thiazolo[4,5-b]pyridin-7-yl)benzamide

There total 12 articles about 2-chloro-6-fluoro-N-(3-{[4-(trifluoromethyl)phenyl]amino}[1,2]thiazolo[4,5-b]pyridin-7-yl)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:

C13H7ClFNO4 + N3-[4-(trifluoromethyl)phenyl][1,2]thiazolo[4,5-b]pyridine-3,7-diamine (1427158-09-5) → 2-chloro-6-fluoro-N-(3-{[4-(trifluoromethyl)phenyl]amino}[1,2]thiazolo[4,5-b]pyridin-7-yl)benzamide (1427158-58-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 26 ℃; for 3h;

Reference yield:

3-bromo-4-chloropyridine-2-carbonitrile (1427158-10-8) → 2-chloro-6-fluoro-N-(3-{[4-(trifluoromethyl)phenyl]amino}[1,2]thiazolo[4,5-b]pyridin-7-yl)benzamide (1427158-58-4)

Guidance literature:

Multi-step reaction with 6 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 70 °C

2: 1-methyl-pyrrolidin-2-one; sodium thiomethoxide / 1 h / 130 - 140 °C

3: bromine / ethyl acetate / 2.5 h / 0 - 26 °C / Reflux

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 2 h / 110 °C / Inert atmosphere

5: trifluoroacetic acid / 2 h / 80 °C

6: sodium hydride / tetrahydrofuran / 3 h / 0 - 26 °C

With 1-methyl-pyrrolidin-2-one; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bromine; sodium hydride; caesium carbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; sodium thiomethoxide; In tetrahydrofuran; 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

4-[(4-methoxybenzyl)amino]-3-sulfanylpyridine-2-carbonitrile (1427158-13-1) → 2-chloro-6-fluoro-N-(3-{[4-(trifluoromethyl)phenyl]amino}[1,2]thiazolo[4,5-b]pyridin-7-yl)benzamide (1427158-58-4)

Guidance literature:

Multi-step reaction with 4 steps

1: bromine / ethyl acetate / 2.5 h / 0 - 26 °C / Reflux

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 2 h / 110 °C / Inert atmosphere

3: trifluoroacetic acid / 2 h / 80 °C

4: sodium hydride / tetrahydrofuran / 3 h / 0 - 26 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bromine; sodium hydride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; ethyl acetate;

upstream raw materials:

3-bromo-4-chloropyridine-2-carbonitrile

3-bromo-4-[(4-methoxybenzyl)amino]pyridine-2-carbonitrile

4-[(4-methoxybenzyl)amino]-3-sulfanylpyridine-2-carbonitrile

3-bromo-N-(4-methoxybenzyl)[1,2]thiazolo[4,5-b]pyridin-7-amine