methyl 3-(4-((2-(2-cyanoethyl)phenyl)ethynyl)-2-fluorophenyl)propanoate

Base Information

Chemical Name:methyl 3-(4-((2-(2-cyanoethyl)phenyl)ethynyl)-2-fluorophenyl)propanoate
CAS No.:1445166-50-6
Molecular Formula:C₂₁H₁₈FNO₂
Molecular Weight:335.378
Hs Code.:

Synonyms:methyl 3-(4-((2-(2-cyanoethyl)phenyl)ethynyl)-2-fluorophenyl)propanoate

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Chemical Property of methyl 3-(4-((2-(2-cyanoethyl)phenyl)ethynyl)-2-fluorophenyl)propanoate

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Technology Process of methyl 3-(4-((2-(2-cyanoethyl)phenyl)ethynyl)-2-fluorophenyl)propanoate

There total 8 articles about methyl 3-(4-((2-(2-cyanoethyl)phenyl)ethynyl)-2-fluorophenyl)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: 62.0%

: 1402601-93-7
methyl 3-(4-ethynyl-2-fluorophenyl)propanoate

: 61698-07-5
3-(2-bromo-phenyl)-propionitrile

: 1445166-50-6
methyl 3-(4-((2-(2-cyanoethyl)phenyl)ethynyl)-2-fluorophenyl)propanoate

Guidance literature:: With copper(l) iodide; sodium tetrachloropalladate(II); N,N,N,N,-tetramethylethylenediamine; di‐tert‐butyl‐(1‐phenylindol‐2‐yl)phosphane; In water; at 80 ℃; Inert atmosphere;
DOI:10.1021/ml4000673

Reference yield:

: 57848-46-1
4-bromo-2-fluorobenzaldehyde

: 1445166-50-6
methyl 3-(4-((2-(2-cyanoethyl)phenyl)ethynyl)-2-fluorophenyl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydrogencarbonate; triphenylphosphine / water / 20 °C

2: sodium tetrahydroborate; cobalt(II) chloride / methanol / Inert atmosphere

3: sodium tetrachloropalladate(II); di‐tert‐butyl‐(1‐phenylindol‐2‐yl)phosphane; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine / water / 80 °C / Inert atmosphere

4: potassium carbonate / 3 h / 20 °C

5: sodium tetrachloropalladate(II); di‐tert‐butyl‐(1‐phenylindol‐2‐yl)phosphane; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine / water / 80 °C / Inert atmosphere

With sodium tetrahydroborate; copper(l) iodide; sodium tetrachloropalladate(II); N,N,N,N,-tetramethylethylenediamine; sodium hydrogencarbonate; potassium carbonate; triphenylphosphine; cobalt(II) chloride; di‐tert‐butyl‐(1‐phenylindol‐2‐yl)phosphane; In methanol; water; 1: |Wittig Olefination / 3: |Sonogashira Cross-Coupling / 5: |Sonogashira Cross-Coupling;
DOI:10.1021/ml4000673

Reference yield:

: 581778-88-3
(E)-ethyl 3-(4-bromo-2-fluorophenyl)acrylate

: 1445166-50-6
methyl 3-(4-((2-(2-cyanoethyl)phenyl)ethynyl)-2-fluorophenyl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate; cobalt(II) chloride / methanol / Inert atmosphere

2: sodium tetrachloropalladate(II); di‐tert‐butyl‐(1‐phenylindol‐2‐yl)phosphane; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine / water / 80 °C / Inert atmosphere

3: potassium carbonate / 3 h / 20 °C

4: sodium tetrachloropalladate(II); di‐tert‐butyl‐(1‐phenylindol‐2‐yl)phosphane; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine / water / 80 °C / Inert atmosphere

With sodium tetrahydroborate; copper(l) iodide; sodium tetrachloropalladate(II); N,N,N,N,-tetramethylethylenediamine; potassium carbonate; cobalt(II) chloride; di‐tert‐butyl‐(1‐phenylindol‐2‐yl)phosphane; In methanol; water; 2: |Sonogashira Cross-Coupling / 4: |Sonogashira Cross-Coupling;
DOI:10.1021/ml4000673