4-[(2,4,5,6-tetrahydro-4-oxo-1H-pyrrolo[3,2,1-ij]quinolin-8-yl)(1H-imidazol-1-yl)methyl]benzonitrile

Base Information

Chemical Name:4-[(2,4,5,6-tetrahydro-4-oxo-1H-pyrrolo[3,2,1-ij]quinolin-8-yl)(1H-imidazol-1-yl)methyl]benzonitrile
CAS No.:1194450-91-3
Molecular Formula:C₂₂H₁₈N₄O
Molecular Weight:354.411
Hs Code.:

Synonyms:4-[(2,4,5,6-tetrahydro-4-oxo-1H-pyrrolo[3,2,1-ij]quinolin-8-yl)(1H-imidazol-1-yl)methyl]benzonitrile

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Chemical Property of 4-[(2,4,5,6-tetrahydro-4-oxo-1H-pyrrolo[3,2,1-ij]quinolin-8-yl)(1H-imidazol-1-yl)methyl]benzonitrile

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Technology Process of 4-[(2,4,5,6-tetrahydro-4-oxo-1H-pyrrolo[3,2,1-ij]quinolin-8-yl)(1H-imidazol-1-yl)methyl]benzonitrile

There total 7 articles about 4-[(2,4,5,6-tetrahydro-4-oxo-1H-pyrrolo[3,2,1-ij]quinolin-8-yl)(1H-imidazol-1-yl)methyl]benzonitrile 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: 56.0%

: 288-32-4
1H-imidazole

: 1386443-33-9
4-[hydroxy-(4-oxo-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-8-yl)-methyl]-benzonitrile

: 1194450-91-3
4-[(2,4,5,6-tetrahydro-4-oxo-1H-pyrrolo[3,2,1-ij]quinolin-8-yl)(1H-imidazol-1-yl)methyl]benzonitrile

Guidance literature:: With thionyl chloride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jm3003872

Reference yield: 26.0%

: 1194450-91-3
4-[(2,4,5,6-tetrahydro-4-oxo-1H-pyrrolo[3,2,1-ij]quinolin-8-yl)(1H-imidazol-1-yl)methyl]benzonitrile

Guidance literature:

Reference yield:

: 496-15-1
1-indoline

: 1194450-91-3
4-[(2,4,5,6-tetrahydro-4-oxo-1H-pyrrolo[3,2,1-ij]quinolin-8-yl)(1H-imidazol-1-yl)methyl]benzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / tetrahydrofuran / 0 °C / Inert atmosphere

2.1: aluminum (III) chloride / 4 h / 140 °C

3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 0 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(tri-n-butyltin) / toluene / 90 °C / Inert atmosphere

4.2: 2 h / Inert atmosphere; Reflux

5.1: sodium tetrahydroborate / methanol / 1 h / 0 °C

6.1: thionyl chloride / tetrahydrofuran / 1 h / 0 °C

With pyridine; aluminum (III) chloride; sodium tetrahydroborate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; bis(tri-n-butyltin); In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; 4.2: Stille coupling;
DOI:10.1021/jm3003872