ethyl 2-((5-bromo-4-cyano-6-(cyclohex-2-en-1-yl)-3-iodopyridin-2-yl)methyl)acrylate

Base Information

Chemical Name:ethyl 2-((5-bromo-4-cyano-6-(cyclohex-2-en-1-yl)-3-iodopyridin-2-yl)methyl)acrylate
CAS No.:1290059-10-7
Molecular Formula:C₁₈H₁₈BrIN₂O₂
Molecular Weight:501.162
Hs Code.:

Synonyms:ethyl 2-((5-bromo-4-cyano-6-(cyclohex-2-en-1-yl)-3-iodopyridin-2-yl)methyl)acrylate

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Chemical Property of ethyl 2-((5-bromo-4-cyano-6-(cyclohex-2-en-1-yl)-3-iodopyridin-2-yl)methyl)acrylate

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Technology Process of ethyl 2-((5-bromo-4-cyano-6-(cyclohex-2-en-1-yl)-3-iodopyridin-2-yl)methyl)acrylate

There total 4 articles about ethyl 2-((5-bromo-4-cyano-6-(cyclohex-2-en-1-yl)-3-iodopyridin-2-yl)methyl)acrylate 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: 62.0%

: 1290059-09-4
3-bromo-2-(cyclohex-2-en-1-yl)-5-iodoisonicotinonitrile

: 17435-72-2
ethyl 2-bromomethyl-2-propenoate

: 1290059-10-7
ethyl 2-((5-bromo-4-cyano-6-(cyclohex-2-en-1-yl)-3-iodopyridin-2-yl)methyl)acrylate

Guidance literature:: 3-bromo-2-(cyclohex-2-en-1-yl)-5-iodoisonicotinonitrile; With bis(2,2,6,6-tetramethylpiperidinyl)zinc, lithium chloride, magnesium chloride complex; In tetrahydrofuran; at 25 ℃; for 0.333333h; Inert atmosphere;

With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at -30 ℃; for 0.5h; Inert atmosphere;

ethyl 2-bromomethyl-2-propenoate; In tetrahydrofuran; at -30 - 25 ℃; Inert atmosphere;
DOI:10.1021/ol200563j

Reference yield:

: 100-48-1
pyridine-4-carbonitrile

: 1290059-10-7
ethyl 2-((5-bromo-4-cyano-6-(cyclohex-2-en-1-yl)-3-iodopyridin-2-yl)methyl)acrylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: bis(2,2,6,6-tetramethylpiperidinyl)zinc, lithium chloride, magnesium chloride complex; boron trifluoride diethyl etherate / tetrahydrofuran / 3 h / -20 °C / Inert atmosphere

1.2: 0.5 h / -78 - 25 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

2.3: -78 - 25 °C / Inert atmosphere

3.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 4 h / -30 °C / Inert atmosphere

3.2: 0.5 h / -30 - 25 °C / Inert atmosphere

4.1: bis(2,2,6,6-tetramethylpiperidinyl)zinc, lithium chloride, magnesium chloride complex / tetrahydrofuran / 0.33 h / 25 °C / Inert atmosphere

4.2: 0.5 h / -30 °C / Inert atmosphere

4.3: -30 - 25 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; bis(2,2,6,6-tetramethylpiperidinyl)zinc, lithium chloride, magnesium chloride complex; boron trifluoride diethyl etherate; In tetrahydrofuran;
DOI:10.1021/ol200563j

Reference yield:

: 1246461-86-8
3-bromo-2-cyclohexylisonicotinonitrile

: 1290059-10-7
ethyl 2-((5-bromo-4-cyano-6-(cyclohex-2-en-1-yl)-3-iodopyridin-2-yl)methyl)acrylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 4 h / -30 °C / Inert atmosphere

1.2: 0.5 h / -30 - 25 °C / Inert atmosphere

2.1: bis(2,2,6,6-tetramethylpiperidinyl)zinc, lithium chloride, magnesium chloride complex / tetrahydrofuran / 0.33 h / 25 °C / Inert atmosphere

2.2: 0.5 h / -30 °C / Inert atmosphere

2.3: -30 - 25 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; bis(2,2,6,6-tetramethylpiperidinyl)zinc, lithium chloride, magnesium chloride complex; In tetrahydrofuran;
DOI:10.1021/ol200563j