(R)-N-(4-chloro-3-((3-((4-(trifluoromethyl)phenyl)amino)isothiazolo[4,5-b]pyridin-7-yl)carbamoyl)benzyl)tetrahydrofuran-2-carboxamide

Base Information

• Chemical Name: (R)-N-(4-chloro-3-((3-((4-(trifluoromethyl)phenyl)amino)isothiazolo[4,5-b]pyridin-7-yl)carbamoyl)benzyl)tetrahydrofuran-2-carboxamide
• CAS No.: 1427158-70-0
• Molecular Formula: C₂₆H₂₁ClF₃N₅O₃S
• Molecular Weight: 575.999
• Mol file: 1427158-70-0.mol

Synonyms:(R)-N-(4-chloro-3-((3-((4-(trifluoromethyl)phenyl)amino)isothiazolo[4,5-b]pyridin-7-yl)carbamoyl)benzyl)tetrahydrofuran-2-carboxamide

Chemical Property of (R)-N-(4-chloro-3-((3-((4-(trifluoromethyl)phenyl)amino)isothiazolo[4,5-b]pyridin-7-yl)carbamoyl)benzyl)tetrahydrofuran-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-(4-chloro-3-((3-((4-(trifluoromethyl)phenyl)amino)isothiazolo[4,5-b]pyridin-7-yl)carbamoyl)benzyl)tetrahydrofuran-2-carboxamide

There total 18 articles about (R)-N-(4-chloro-3-((3-((4-(trifluoromethyl)phenyl)amino)isothiazolo[4,5-b]pyridin-7-yl)carbamoyl)benzyl)tetrahydrofuran-2-carboxamide 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:

5-(aminomethyl)-2-chloro-N-(3-((4-(trifluoromethyl)phenyl)amino)isothiazolo[4,5-b]pyridin-7-yl)benzamide hydrochloride (1427158-71-1) + (2R)-tetrahydrofuran-2-carboxylic acid chloride (148151-47-7) → (R)-N-(4-chloro-3-((3-((4-(trifluoromethyl)phenyl)amino)isothiazolo[4,5-b]pyridin-7-yl)carbamoyl)benzyl)tetrahydrofuran-2-carboxamide (1427158-70-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 26 ℃;

Reference yield:

3-bromo-4-chloropyridine-2-carbonitrile (1427158-10-8) → (R)-N-(4-chloro-3-((3-((4-(trifluoromethyl)phenyl)amino)isothiazolo[4,5-b]pyridin-7-yl)carbamoyl)benzyl)tetrahydrofuran-2-carboxamide (1427158-70-0)

Guidance literature:

Multi-step reaction with 8 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

7: hydrogenchloride / methanol / 2 h / 40 - 45 °C

8: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 26 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; 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; methanol; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

3-bromo-4-[(4-methoxybenzyl)amino]pyridine-2-carbonitrile (1427158-11-9) → (R)-N-(4-chloro-3-((3-((4-(trifluoromethyl)phenyl)amino)isothiazolo[4,5-b]pyridin-7-yl)carbamoyl)benzyl)tetrahydrofuran-2-carboxamide (1427158-70-0)

Guidance literature:

Multi-step reaction with 7 steps

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

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

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

4: trifluoroacetic acid / 2 h / 80 °C

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

6: hydrogenchloride / methanol / 2 h / 40 - 45 °C

7: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 26 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; 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; methanol; 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