(R)-5-((3-fluorophenyl)ethynyl)-N-(3-hydroxy-3-methylbutan-2-yl)picolinamide

Base Information

Chemical Name:(R)-5-((3-fluorophenyl)ethynyl)-N-(3-hydroxy-3-methylbutan-2-yl)picolinamide
CAS No.:1428630-85-6
Molecular Formula:C₁₉H₁₉FN₂O₂
Molecular Weight:326.37
Hs Code.:

Synonyms:(R)-5-((3-fluorophenyl)ethynyl)-N-(3-hydroxy-3-methylbutan-2-yl)picolinamide

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Chemical Property of (R)-5-((3-fluorophenyl)ethynyl)-N-(3-hydroxy-3-methylbutan-2-yl)picolinamide

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Technology Process of (R)-5-((3-fluorophenyl)ethynyl)-N-(3-hydroxy-3-methylbutan-2-yl)picolinamide

There total 5 articles about (R)-5-((3-fluorophenyl)ethynyl)-N-(3-hydroxy-3-methylbutan-2-yl)picolinamide 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:

: 1403771-21-0
5-(3-fluoro-phenylethynyl)-pyridine-2-carboxylic acid

: (R)-3-amino-2-methylbutan-2-ol trifluoroacetate

: 1428630-85-6
(R)-5-((3-fluorophenyl)ethynyl)-N-(3-hydroxy-3-methylbutan-2-yl)picolinamide

Guidance literature:: 5-(3-fluoro-phenylethynyl)-pyridine-2-carboxylic acid; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; Inert atmosphere;

(R)-3-amino-2-methylbutan-2-ol trifluoroacetate; In N,N-dimethyl-formamide; Inert atmosphere;
DOI:10.1021/jm401028t

Reference yield:

: 2561-17-3
1-ethynyl-3-fluoro-benzene

: 1428630-85-6
(R)-5-((3-fluorophenyl)ethynyl)-N-(3-hydroxy-3-methylbutan-2-yl)picolinamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine / N,N-dimethyl-formamide / 0.75 h / 90 °C / Inert atmosphere

2.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; 1.1: |Sonogashira Cross-Coupling;
DOI:10.1021/jm401028t

Reference yield:

: 186466-64-8
((R)-2-hydroxy-1,2-dimethyl-propyl)-carbamic acid tert-butyl ester

: 1428630-85-6
(R)-5-((3-fluorophenyl)ethynyl)-N-(3-hydroxy-3-methylbutan-2-yl)picolinamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 1 h / 0 °C / Inert atmosphere

2.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm401028t