ethyl 3-(N-(2-cyanoethyl)allylamino)-2,2-difluoro-3-(4-methoxyphenyl)propanoate

Base Information

• Chemical Name: ethyl 3-(N-(2-cyanoethyl)allylamino)-2,2-difluoro-3-(4-methoxyphenyl)propanoate
• CAS No.: 1451076-34-8
• Molecular Formula: C₁₈H₂₂F₂N₂O₃
• Molecular Weight: 352.381
• Mol file: 1451076-34-8.mol

Synonyms:ethyl 3-(N-(2-cyanoethyl)allylamino)-2,2-difluoro-3-(4-methoxyphenyl)propanoate

Chemical Property of ethyl 3-(N-(2-cyanoethyl)allylamino)-2,2-difluoro-3-(4-methoxyphenyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-(N-(2-cyanoethyl)allylamino)-2,2-difluoro-3-(4-methoxyphenyl)propanoate

There total 2 articles about ethyl 3-(N-(2-cyanoethyl)allylamino)-2,2-difluoro-3-(4-methoxyphenyl)propanoate 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: 61.0%

Ethyl bromodifluoroacetate (667-27-6) + 3-(N-((2H-benzo[d][1,2,3]triazol-2-yl)(4-methoxyphenyl)methyl)-N-allylamino)propane nitrile (1562996-81-9) → ethyl 3-(N-(2-cyanoethyl)allylamino)-2,2-difluoro-3-(4-methoxyphenyl)propanoate (1451076-34-8)

Guidance literature:

Ethyl bromodifluoroacetate; With chloro-trimethyl-silane; zinc; In tetrahydrofuran; Inert atmosphere;

3-(N-((2H-benzo[d][1,2,3]triazol-2-yl)(4-methoxyphenyl)methyl)-N-allylamino)propane nitrile; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c3md00119a

Reference yield:

3-[(prop-2-en-1-yl)amino]propanenitrile (34508-81-1) → ethyl 3-(N-(2-cyanoethyl)allylamino)-2,2-difluoro-3-(4-methoxyphenyl)propanoate (1451076-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 20 °C / Inert atmosphere

2.1: zinc; chloro-trimethyl-silane / tetrahydrofuran / 0.17 h / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

With chloro-trimethyl-silane; zinc; In tetrahydrofuran; methanol; 2.1: |Mannich Aminomethylation;

DOI:10.1016/j.tetlet.2013.07.076

Reference yield: 63.46%

ethyl 3-(N-(2-cyanoethyl)allylamino)-2,2-difluoro-3-(4-methoxyphenyl)propanoate (1451076-34-8) → 1-allyl-5,5-difluoro-6-(4-methoxyphenyl)-4-oxopiperidine-3-carbonitrile (1451076-35-9)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 13h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.07.076

upstream raw materials:

3-[(prop-2-en-1-yl)amino]propanenitrile

Ethyl bromodifluoroacetate

3-(N-((2H-benzo[d][1,2,3]triazol-2-yl)(4-methoxyphenyl)methyl)-N-allylamino)propane nitrile

Downstream raw materials:

5-allyl-7,7-difluoro-2-(2,4-difluorophenyl)-6-(4-methoxyphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-3-amine

5-allyl-2-(2,4-dichlorophenyl)-7,7-difluoro-6-(4-methoxyphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridin-3-amine

N-[5-allyl-2-(2,4-difluorophenyl)-7,7-difluoro-6-(4-methoxyphenyl)-4,5,6,7-tetrahydro-6-(2H-pyrazolo[4,3-c]pyridine-3-yl)]acetamide

N-(5-allyl-2-(2,4-difluorophenyl)-7,7-difluoro-6-(4-methoxyphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-3-yl)hexanamide