2-(6′-amino-5′-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-2-methyl-3,3′-bipyridin-6-yl)propan-2-ol

Base Information

Chemical Name:2-(6′-amino-5′-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-2-methyl-3,3′-bipyridin-6-yl)propan-2-ol
CAS No.:1558007-85-4
Molecular Formula:C₂₄H₂₅FN₆O₂
Molecular Weight:448.5
Hs Code.:

Synonyms:2-(6′-amino-5′-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-2-methyl-3,3′-bipyridin-6-yl)propan-2-ol

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Chemical Property of 2-(6′-amino-5′-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-2-methyl-3,3′-bipyridin-6-yl)propan-2-ol

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Technology Process of 2-(6′-amino-5′-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-2-methyl-3,3′-bipyridin-6-yl)propan-2-ol

There total 6 articles about 2-(6′-amino-5′-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-2-methyl-3,3′-bipyridin-6-yl)propan-2-ol 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: 47.0%

: 1346819-57-5
3-[(R)-1-(5-fluoro-2-[1,2,3]triazol-2-ylphenyl)ethoxy]-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyridin-2-ylamine

: 1611453-36-1
2-(5-bromo-6-methylpyridin-2-yl)propan-2-ol

: 1558007-85-4
2-(6′-amino-5′-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-2-methyl-3,3′-bipyridin-6-yl)propan-2-ol

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; In methanol; at 120 ℃; for 1h;
DOI:10.1021/jm401805h

Reference yield:

: 1346817-32-0
1-[5-fluoro-2-(1,2,3-triazol-2-yl)phenyl]ethanone

: 1558007-85-4
2-(6′-amino-5′-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-2-methyl-3,3′-bipyridin-6-yl)propan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: (-)-diisopinocamphenylborane chloride / tetrahydrofuran / 21 h / -35 - 20 °C

1.2: 2 h / 20 - 50 °C

2.1: triethylamine / tert-butyl methyl ether / 17 h / -20 - 20 °C

3.1: caesium carbonate / acetone / 32 h / 20 - 60 °C

4.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride / methanol / 1 h / 120 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; caesium carbonate; triethylamine; cesium fluoride; (-)-diisopinocamphenylborane chloride; In tetrahydrofuran; methanol; tert-butyl methyl ether; dimethyl sulfoxide; acetone; 5.1: |Suzuki Coupling;
DOI:10.1021/jm401805h

Reference yield:

: 1979-36-8
2',5'-difluoroacetophenone

: 1558007-85-4
2-(6′-amino-5′-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-2-methyl-3,3′-bipyridin-6-yl)propan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1-methyl-pyrrolidin-2-one / 3 h / 140 °C / Inert atmosphere; Alkaline conditions

2.1: (-)-diisopinocamphenylborane chloride / tetrahydrofuran / 21 h / -35 - 20 °C

2.2: 2 h / 20 - 50 °C

3.1: triethylamine / tert-butyl methyl ether / 17 h / -20 - 20 °C

4.1: caesium carbonate / acetone / 32 h / 20 - 60 °C

5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

6.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride / methanol / 1 h / 120 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; caesium carbonate; triethylamine; cesium fluoride; (-)-diisopinocamphenylborane chloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; tert-butyl methyl ether; dimethyl sulfoxide; acetone; 6.1: |Suzuki Coupling;
DOI:10.1021/jm401805h