N-((1R)-1-{5-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)phenyl]-3-fluoropyridin-2-yl}ethyl)-3,3-difluoro-1-hydroxycyclopentanecarboxamide

Base Information

Chemical Name:N-((1R)-1-{5-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)phenyl]-3-fluoropyridin-2-yl}ethyl)-3,3-difluoro-1-hydroxycyclopentanecarboxamide
CAS No.:916736-25-9
Molecular Formula:C₂₁H₁₉ClF₄N₆O₂
Molecular Weight:498.867
Hs Code.:

Synonyms:N-((1R)-1-{5-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)phenyl]-3-fluoropyridin-2-yl}ethyl)-3,3-difluoro-1-hydroxycyclopentanecarboxamide

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Chemical Property of N-((1R)-1-{5-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)phenyl]-3-fluoropyridin-2-yl}ethyl)-3,3-difluoro-1-hydroxycyclopentanecarboxamide

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Technology Process of N-((1R)-1-{5-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)phenyl]-3-fluoropyridin-2-yl}ethyl)-3,3-difluoro-1-hydroxycyclopentanecarboxamide

There total 9 articles about N-((1R)-1-{5-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)phenyl]-3-fluoropyridin-2-yl}ethyl)-3,3-difluoro-1-hydroxycyclopentanecarboxamide 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:

: (+)-3,3-difluoro-1-hydroxycyclopentanecarboxylic acid

: ((1R)-1-{5-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)phenyl]-3-fluoropyridin-2-yl}ethyl)amine

: 916736-25-9
N-((1R)-1-{5-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)phenyl]-3-fluoropyridin-2-yl}ethyl)-3,3-difluoro-1-hydroxycyclopentanecarboxamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2008.07.126

Reference yield:

: 858414-22-9
2-bromo-4-chloro-6-fluorobenzonitrile

: 916736-25-9
N-((1R)-1-{5-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)phenyl]-3-fluoropyridin-2-yl}ethyl)-3,3-difluoro-1-hydroxycyclopentanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: azidotrimethyltin / toluene / 72 h / 120 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

3.1: potassium acetate; bis(pinacol)diborane / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 16 h / 90 °C

3.2: 5 h / 80 °C

4.1: hydrogenchloride / ethyl acetate / 1.05 h

5.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 1 h / 20 °C

With hydrogenchloride; potassium acetate; azidotrimethyltin; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; bis(pinacol)diborane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 130761-99-8
benzyl 3-oxocyclopentanecarboxylate

: 916736-25-9
N-((1R)-1-{5-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)phenyl]-3-fluoropyridin-2-yl}ethyl)-3,3-difluoro-1-hydroxycyclopentanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / 1,2-dichloro-ethane / 20 h / 50 °C

2.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1.25 h / -78 °C

2.2: 0.53 h / -78 °C

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 1 h / 20 °C

4.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 1 h / 20 °C

With hydrogen; potassium hexamethylsilazane; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; toluene;