2-{(S)-3-[4-(6-isopropoxypyridin-3-yloxy)phenyl]-1-methylprop-2-ynyl}isoindole-1,3-dione

Base Information

Chemical Name:2-{(S)-3-[4-(6-isopropoxypyridin-3-yloxy)phenyl]-1-methylprop-2-ynyl}isoindole-1,3-dione
CAS No.:1257243-87-0
Molecular Formula:C₂₆H₂₂N₂O₄
Molecular Weight:426.472
Hs Code.:

Synonyms:2-{(S)-3-[4-(6-isopropoxypyridin-3-yloxy)phenyl]-1-methylprop-2-ynyl}isoindole-1,3-dione

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Chemical Property of 2-{(S)-3-[4-(6-isopropoxypyridin-3-yloxy)phenyl]-1-methylprop-2-ynyl}isoindole-1,3-dione

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Technology Process of 2-{(S)-3-[4-(6-isopropoxypyridin-3-yloxy)phenyl]-1-methylprop-2-ynyl}isoindole-1,3-dione

There total 4 articles about 2-{(S)-3-[4-(6-isopropoxypyridin-3-yloxy)phenyl]-1-methylprop-2-ynyl}isoindole-1,3-dione 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: 55.0%

: 929118-56-9
2-[(1S)-1-methylprop-2-ynyl]isoindoline-1,3-dione

: 1204484-03-6
5-(4-bromophenoxy)-2-isopropoxypyridine

: 1257243-87-0
2-{(S)-3-[4-(6-isopropoxypyridin-3-yloxy)phenyl]-1-methylprop-2-ynyl}isoindole-1,3-dione

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 70 ℃; for 5h;
DOI:10.1021/jm101179e

Reference yield:

: 1257243-84-7
5-(4-bromophenoxy)-2-chloropyridine

: 1257243-87-0
2-{(S)-3-[4-(6-isopropoxypyridin-3-yloxy)phenyl]-1-methylprop-2-ynyl}isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 20 °C / Cooling

1.2: 3 h / 85 °C

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 5 h / 70 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; triethylamine; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; mineral oil; 2.1: Sonogashira coupling;
DOI:10.1021/jm101179e

Reference yield:

: 41288-96-4
6-chloropyridine-3-ol

: 1257243-87-0
2-{(S)-3-[4-(6-isopropoxypyridin-3-yloxy)phenyl]-1-methylprop-2-ynyl}isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; potassium carbonate; copper(II) oxide / 3 h / 150 °C

2.1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 20 °C / Cooling

2.2: 3 h / 85 °C

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 5 h / 70 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; potassium carbonate; triethylamine; copper(II) oxide; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; mineral oil; 3.1: Sonogashira coupling;
DOI:10.1021/jm101179e