((1R)-1-{3,5-difluoro-4-[(methylsulfonyl)amino]phenyl}ethyl)-6-(trifluoromethyl)quinoline-2-carboxamide

Base Information

Chemical Name:((1R)-1-{3,5-difluoro-4-[(methylsulfonyl)amino]phenyl}ethyl)-6-(trifluoromethyl)quinoline-2-carboxamide
CAS No.:958327-94-1
Molecular Formula:C₂₀H₁₆F₅N₃O₃S
Molecular Weight:473.423
Hs Code.:

Synonyms:((1R)-1-{3,5-difluoro-4-[(methylsulfonyl)amino]phenyl}ethyl)-6-(trifluoromethyl)quinoline-2-carboxamide

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Chemical Property of ((1R)-1-{3,5-difluoro-4-[(methylsulfonyl)amino]phenyl}ethyl)-6-(trifluoromethyl)quinoline-2-carboxamide

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Technology Process of ((1R)-1-{3,5-difluoro-4-[(methylsulfonyl)amino]phenyl}ethyl)-6-(trifluoromethyl)quinoline-2-carboxamide

There total 6 articles about ((1R)-1-{3,5-difluoro-4-[(methylsulfonyl)amino]phenyl}ethyl)-6-(trifluoromethyl)quinoline-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: 67.0%

: 849818-58-2
6-(trifluoromethyl)quinoline-2-carboxylic acid

: 956901-23-8
N-{4-[(1R)-1-aminoethyl]-2,6-difluorophenyl}methanesulfonamide hydrochloride

: 958327-94-1
((1R)-1-{3,5-difluoro-4-[(methylsulfonyl)amino]phenyl}ethyl)-6-(trifluoromethyl)quinoline-2-carboxamide

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

Reference yield:

: 67567-26-4
4-bromo-2,6-difluoroaniline

: 958327-94-1
((1R)-1-{3,5-difluoro-4-[(methylsulfonyl)amino]phenyl}ethyl)-6-(trifluoromethyl)quinoline-2-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / 6 h / 20 - 50 °C

2.1: potassium carbonate / 1,3-bis-(diphenylphosphino)propane; palladium diacetate / N,N-dimethyl-formamide; water / 0.5 h / 100 °C / Microwave irradiation

3.1: titanium(IV) tetraethanolate / tetrahydrofuran / 18 h / 70 °C / Inert atmosphere

4.1: sodium tetrahydroborate / tetrahydrofuran / 5 h / -70 °C / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

5.1: hydrogenchloride / 1,4-dioxane; methanol / 24 h / 20 °C

6.1: triethylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 3 h / 20 °C

With pyridine; hydrogenchloride; titanium(IV) tetraethanolate; sodium tetrahydroborate; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

Reference yield:

: 886842-80-4
N-(4-bromo-2,6-difluorophenyl)methanesulfonamide

: 958327-94-1
((1R)-1-{3,5-difluoro-4-[(methylsulfonyl)amino]phenyl}ethyl)-6-(trifluoromethyl)quinoline-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / 1,3-bis-(diphenylphosphino)propane; palladium diacetate / N,N-dimethyl-formamide; water / 0.5 h / 100 °C / Microwave irradiation

2.1: titanium(IV) tetraethanolate / tetrahydrofuran / 18 h / 70 °C / Inert atmosphere

3.1: sodium tetrahydroborate / tetrahydrofuran / 5 h / -70 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

4.1: hydrogenchloride / 1,4-dioxane; methanol / 24 h / 20 °C

5.1: triethylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 3 h / 20 °C

With hydrogenchloride; titanium(IV) tetraethanolate; sodium tetrahydroborate; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;