Methyl 2-[2-(2-aminophenyl)ethynyl]benzeneacetate

Base Information

Chemical Name:Methyl 2-[2-(2-aminophenyl)ethynyl]benzeneacetate
CAS No.:637348-24-4
Molecular Formula:C₁₇H₁₅NO₂
Molecular Weight:265.312
Hs Code.:
DSSTox Substance ID:DTXSID201232624

Synonyms:Methyl 2-[2-(2-aminophenyl)ethynyl]benzeneacetate;DTXSID201232624;637348-24-4

Suppliers and Price of Methyl 2-[2-(2-aminophenyl)ethynyl]benzeneacetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Methyl 2-[2-(2-aminophenyl)ethynyl]benzeneacetate

Chemical Property:

XLogP3:3.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:265.110278721
Heavy Atom Count:20
Complexity:392

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC(=O)CC1=CC=CC=C1C#CC2=CC=CC=C2N

Technology Process of Methyl 2-[2-(2-aminophenyl)ethynyl]benzeneacetate

There total 6 articles about Methyl 2-[2-(2-aminophenyl)ethynyl]benzeneacetate 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: 64.0%

: 615-43-0
2-iodophenylamine

: 637348-19-7
(2-ethynylphenyl)acetic acid methyl ester

: 637348-24-4
[2-(2-amino-phenylethynyl)-phenyl]-acetic acid methyl ester

Guidance literature:: With copper(l) iodide; diethylamine; bis(triphenylphosphine)palladium(II) dichloride; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1055/s-2003-40984

Reference yield:

: 40400-15-5
2-(2-iodophenyl)acetonitrile

: 637348-24-4
[2-(2-amino-phenylethynyl)-phenyl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: aq. NaOH / ethanol / 6.5 h / Heating

2: H₂SO₄ / 2.5 h / Heating

3: Et₂NH; CuI / PdCl₂(PPh₃)2 / tetrahydrofuran / 1.5 h / 20 °C

4: TBAF / CH₂Cl₂ / 0.33 h / 20 °C

5: 64 percent / Et₂NH; CuI / PdCl₂(PPh₃)3 / tetrahydrofuran / 12 h / 20 °C

With sodium hydroxide; copper(l) iodide; sulfuric acid; tetrabutyl ammonium fluoride; diethylamine; bis-triphenylphosphine-palladium(II) chloride; bis(triphenylphosphine)palladium(II) dichloride; In tetrahydrofuran; ethanol; dichloromethane; 3: Sonogashira coupling / 5: Sonogashira coupling;
DOI:10.1055/s-2003-40984

Reference yield:

: 18698-96-9
o-iodophenylacetic acid

: 637348-24-4
[2-(2-amino-phenylethynyl)-phenyl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂SO₄ / 2.5 h / Heating

2: Et₂NH; CuI / PdCl₂(PPh₃)2 / tetrahydrofuran / 1.5 h / 20 °C

3: TBAF / CH₂Cl₂ / 0.33 h / 20 °C

4: 64 percent / Et₂NH; CuI / PdCl₂(PPh₃)3 / tetrahydrofuran / 12 h / 20 °C

With copper(l) iodide; sulfuric acid; tetrabutyl ammonium fluoride; diethylamine; bis-triphenylphosphine-palladium(II) chloride; bis(triphenylphosphine)palladium(II) dichloride; In tetrahydrofuran; dichloromethane; 2: Sonogashira coupling / 4: Sonogashira coupling;
DOI:10.1055/s-2003-40984