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

Base Information

• Chemical Name: 2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-1-methyl-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile
• CAS No.: 1262396-19-9
• Molecular Formula: C₂₁H₂₄F₃N₃O
• Molecular Weight: 391.436
• Mol file: 1262396-19-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-1-methyl-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: 46.0%

4,4-difluorocyclohexanone (22515-18-0) + 6-fluoro-1-methyl-3-oxo-2-(piperidin-4-yl)-2,3-dihydro-1H-isoindole-4-carbonitrile hydrochloride (1262396-17-7) → 2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-1-methyl-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile (1262396-19-9)

Guidance literature:

4,4-difluorocyclohexanone; 6-fluoro-1-methyl-3-oxo-2-(piperidin-4-yl)-2,3-dihydro-1H-isoindole-4-carbonitrile hydrochloride; With sodium acetate; In methanol; dichloromethane; at 20 ℃; for 5h;

With methanol; sodium cyanoborohydride; In dichloromethane;

Reference yield:

tert-butyl-4-(6-fluoro-4-iodo-1-methyl-3-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-1-carboxylate (1262396-12-2) → 2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-1-methyl-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile (1262396-19-9)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 3 h / Inert atmosphere; Reflux

2: hydrogenchloride / 1,4-dioxane / 2 h / 50 °C

3: sodium acetate / dichloromethane; methanol / 5 h / 20 °C

With hydrogenchloride; sodium acetate; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

tert-butyl 4-(4-cyano-6-fluoro-1-methyl-3-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-1-carboxylate (1262396-15-5) → 2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-1-methyl-3-oxo-2,3-dihydro-1H-isoindole-4-carbonitrile (1262396-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / 1,4-dioxane / 2 h / 50 °C

2: sodium acetate / dichloromethane; methanol / 5 h / 20 °C

With hydrogenchloride; sodium acetate; In 1,4-dioxane; methanol; dichloromethane;

upstream raw materials:

4,4-difluorocyclohexanone

6-fluoro-1-methyl-3-oxo-2-(piperidin-4-yl)-2,3-dihydro-1H-isoindole-4-carbonitrile hydrochloride

tert-butyl-4-(6-fluoro-4-iodo-1-methyl-3-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-1-carboxylate

tert-butyl 4-(4-cyano-6-fluoro-1-methyl-3-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-1-carboxylate

Downstream raw materials:

2-[1-(4,4-difluorocyclohexyl)piperidin-4-yl]-6-fluoro-1-methyl-3-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid hydrochloride

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