4,4-difluoro-1-[6-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-cyclohexanecarbonitrile

Base Information

Chemical Name:4,4-difluoro-1-[6-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-cyclohexanecarbonitrile
CAS No.:1600498-71-2
Molecular Formula:C₁₅H₁₈F₂N₂O
Molecular Weight:280.318
Hs Code.:

Synonyms:4,4-difluoro-1-[6-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-cyclohexanecarbonitrile

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Chemical Property of 4,4-difluoro-1-[6-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-cyclohexanecarbonitrile

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Technology Process of 4,4-difluoro-1-[6-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-cyclohexanecarbonitrile

There total 6 articles about 4,4-difluoro-1-[6-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-cyclohexanecarbonitrile 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: 48.0%

: 1600498-69-8
1-(6-acetyl-pyridin-3-yl)-4,4-difluoro-cyclohexanecarbonitrile

: 75-16-1
methylmagnesium bromide

: 1600498-71-2
4,4-difluoro-1-[6-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-cyclohexanecarbonitrile

Guidance literature:: In tetrahydrofuran; diethyl ether; at -50 ℃; for 3h;

Reference yield:

: 1600498-65-4
5-(6-chloro-pyridin-3-yl)-5-cyano-2-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

: 1600498-71-2
4,4-difluoro-1-[6-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-cyclohexanecarbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium chloride / water; dimethyl sulfoxide / 6 h / 160 °C

2.1: triethylamine tris(hydrogen fluoride); ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate / dichloromethane / 6 h / 20 °C / Inert atmosphere

3.1: propyl cyanide; trimethylsilyl bromide / 24 h / 120 °C / Inert atmosphere

4.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / acetonitrile / 16 h / 80 °C / Inert atmosphere; Microwave irradiation

4.2: 1.5 h / 20 °C

5.1: tetrahydrofuran; diethyl ether / 3 h / -50 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; propyl cyanide; trimethylsilyl bromide; triethylamine tris(hydrogen fluoride); ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate; sodium chloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; acetonitrile;

Reference yield:

: 1448336-63-7
1-(6-chloro-pyridin-3-yl)-4,4-difluoro-cyclohexanecarbonitrile

: 1600498-71-2
4,4-difluoro-1-[6-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-cyclohexanecarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: propyl cyanide; trimethylsilyl bromide / 24 h / 120 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / acetonitrile / 16 h / 80 °C / Inert atmosphere; Microwave irradiation

2.2: 1.5 h / 20 °C

3.1: tetrahydrofuran; diethyl ether / 3 h / -50 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; propyl cyanide; trimethylsilyl bromide; In tetrahydrofuran; diethyl ether; acetonitrile;