N'-[(3-cyano-5-fluoro-4-iodobenzoyl)oxy]-5-fluoropyridine-2-carboximidamide

Base Information

Chemical Name:N'-[(3-cyano-5-fluoro-4-iodobenzoyl)oxy]-5-fluoropyridine-2-carboximidamide
CAS No.:1403612-35-0
Molecular Formula:C₁₄H₇F₂IN₄O₂
Molecular Weight:428.136
Hs Code.:

Synonyms:N'-[(3-cyano-5-fluoro-4-iodobenzoyl)oxy]-5-fluoropyridine-2-carboximidamide

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Chemical Property of N'-[(3-cyano-5-fluoro-4-iodobenzoyl)oxy]-5-fluoropyridine-2-carboximidamide

Chemical Property:

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Technology Process of N'-[(3-cyano-5-fluoro-4-iodobenzoyl)oxy]-5-fluoropyridine-2-carboximidamide

There total 9 articles about N'-[(3-cyano-5-fluoro-4-iodobenzoyl)oxy]-5-fluoropyridine-2-carboximidamide 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: 79.0%

: 327056-58-6
5-fluoro-N'-hydroxypyridine-2-carboximidamide

: 1403612-34-9
3-cyano-5-fluoro-4-iodobenzoic acid

: 1403612-35-0
N'-[(3-cyano-5-fluoro-4-iodobenzoyl)oxy]-5-fluoropyridine-2-carboximidamide

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 2.25h;
DOI:10.1016/j.bmcl.2012.08.100

Reference yield:

: 179898-34-1
3-bromo-5-fluorobenzonitrile

: 1403612-35-0
N'-[(3-cyano-5-fluoro-4-iodobenzoyl)oxy]-5-fluoropyridine-2-carboximidamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: water; sodium hydroxide / 2 h / Reflux

2.1: thionyl chloride / 2 h / 70 °C

3.1: triethylamine / 2.08 h / 0 - 20 °C

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; zinc / N,N-dimethyl-formamide / 1 h / Inert atmosphere; Reflux

5.1: 2,2,6,6-tetramethyl-piperidine; tert.-butyl lithium; zinc(II) chloride / tetrahydrofuran; diethyl ether; hexane; pentane / 3 h / 0 °C / Inert atmosphere

5.2: 3 h / 20 °C

6.1: water; lithium hydroxide / acetonitrile / 1 h

7.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2.25 h

With 2,2,6,6-tetramethyl-piperidine; thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; tert.-butyl lithium; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; zinc(II) chloride; lithium hydroxide; zinc; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; acetonitrile; pentane;
DOI:10.1016/j.bmcl.2012.08.100

Reference yield:

: 334792-52-8
methyl 3-bromo-5-fluoro-benzoate

: 1403612-35-0
N'-[(3-cyano-5-fluoro-4-iodobenzoyl)oxy]-5-fluoropyridine-2-carboximidamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; zinc / N,N-dimethyl-formamide / 1 h / Inert atmosphere; Reflux

2.1: 2,2,6,6-tetramethyl-piperidine; tert.-butyl lithium; zinc(II) chloride / tetrahydrofuran; diethyl ether; hexane; pentane / 3 h / 0 °C / Inert atmosphere

2.2: 3 h / 20 °C

3.1: water; lithium hydroxide / acetonitrile / 1 h

4.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2.25 h

With 2,2,6,6-tetramethyl-piperidine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; tert.-butyl lithium; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; lithium hydroxide; zinc; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; acetonitrile; pentane;
DOI:10.1016/j.bmcl.2012.08.100