2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile

Base Information

Chemical Name:2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile
CAS No.:1262418-04-1
Molecular Formula:C₂₀H₂₂F₃N₃O
Molecular Weight:377.409
Hs Code.:

Synonyms:2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile

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Chemical Property of 2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile

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Technology Process of 2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile

There total 6 articles about 2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile 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:

: 321-21-1
4-fluoro-2-methylbenzoic acid

: 1262418-04-1
2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: [bis(acetoxy)iodo]benzene; iodine; palladium diacetate / N,N-dimethyl-formamide / 18 h / 100 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C

2.2: 2 h / 20 °C

3.1: Methyl pivalate; N-Bromosuccinimide; dibenzoyl peroxide / 3 h / 85 °C / Inert atmosphere

4.1: triethylamine / acetonitrile / 4 h / 90 °C / Inert atmosphere

5.1: N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere

With N-Bromosuccinimide; Methyl pivalate; [bis(acetoxy)iodo]benzene; iodine; palladium diacetate; potassium carbonate; triethylamine; dibenzoyl peroxide; In N,N-dimethyl-formamide; acetonitrile; 5.1: |Rosenmund-van Braun Cyanation;
DOI:10.1021/acs.jmedchem.5b00680

Reference yield:

: 877151-07-0
4-fluoro-2-iodo-6-methyl-benzoic acid methyl ester

: 1262418-04-1
2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: Methyl pivalate; N-Bromosuccinimide; dibenzoyl peroxide / 3 h / 85 °C / Inert atmosphere

2: triethylamine / acetonitrile / 4 h / 90 °C / Inert atmosphere

3: N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere

With N-Bromosuccinimide; Methyl pivalate; triethylamine; dibenzoyl peroxide; In N,N-dimethyl-formamide; acetonitrile; 3: |Rosenmund-van Braun Cyanation;
DOI:10.1021/acs.jmedchem.5b00680

Reference yield:

: 1048025-60-0
4-fluoro-2-iodo-6-methyl-benzoic acid

: 1262418-04-1
2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C

1.2: 2 h / 20 °C

2.1: Methyl pivalate; N-Bromosuccinimide; dibenzoyl peroxide / 3 h / 85 °C / Inert atmosphere

3.1: triethylamine / acetonitrile / 4 h / 90 °C / Inert atmosphere

4.1: N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere

With N-Bromosuccinimide; Methyl pivalate; potassium carbonate; triethylamine; dibenzoyl peroxide; In N,N-dimethyl-formamide; acetonitrile; 4.1: |Rosenmund-van Braun Cyanation;
DOI:10.1021/acs.jmedchem.5b00680