4-benzyloxy-3-[4-(5-bromopentyl)-3-oxo-3,4-dihydroquinoxalin-2-yl]benzonitrile

Base Information

Chemical Name:4-benzyloxy-3-[4-(5-bromopentyl)-3-oxo-3,4-dihydroquinoxalin-2-yl]benzonitrile
CAS No.:245554-90-9
Molecular Formula:C₂₇H₂₄BrN₃O₂
Molecular Weight:502.41
Hs Code.:

Synonyms:4-benzyloxy-3-[4-(5-bromopentyl)-3-oxo-3,4-dihydroquinoxalin-2-yl]benzonitrile

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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 4-benzyloxy-3-[4-(5-bromopentyl)-3-oxo-3,4-dihydroquinoxalin-2-yl]benzonitrile

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 4-benzyloxy-3-[4-(5-bromopentyl)-3-oxo-3,4-dihydroquinoxalin-2-yl]benzonitrile

There total 8 articles about 4-benzyloxy-3-[4-(5-bromopentyl)-3-oxo-3,4-dihydroquinoxalin-2-yl]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: 53.0%

: 111-24-0
1,5-dibromo-pentane

: 245554-89-6
4-benzyloxy-3-(3-oxo-3,4-dihydroquinoxalin-2-yl)benzonitrile

: 245554-90-9
4-benzyloxy-3-[4-(5-bromopentyl)-3-oxo-3,4-dihydroquinoxalin-2-yl]benzonitrile

: 4-benzyloxy-3-[3-(5-bromo-pentyloxy)-quinoxalin-2-yl]-benzonitrile

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/jm0497491

Reference yield:

: 121124-94-5
2-benzyloxy-5-bromobenzaldehyde

: 245554-90-9
4-benzyloxy-3-[4-(5-bromopentyl)-3-oxo-3,4-dihydroquinoxalin-2-yl]benzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: AcOH / methanol / 4 h / 20 °C

2.1: HCl gas / dioxane; diethyl ether / 1.5 h / 20 °C

2.2: H₂O / dioxane / 4 h

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

4.1: 94 percent / methanol / Heating

5.1: 69 percent / Pd(Ph₃P)4 / dimethylformamide / 5 h / 100 °C

6.1: 53 percent / Cs₂CO₃ / dimethylformamide / 0 - 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; caesium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 2.1: Pinner reaction / 3.1: Swern reaction;
DOI:10.1021/jm0497491

Reference yield:

: 100-39-0
benzyl bromide

: 245554-90-9
4-benzyloxy-3-[4-(5-bromopentyl)-3-oxo-3,4-dihydroquinoxalin-2-yl]benzonitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: 85 percent / aq. KOH / ethanol / 18 h / Heating

2.1: AcOH / methanol / 4 h / 20 °C

3.1: HCl gas / dioxane; diethyl ether / 1.5 h / 20 °C

3.2: H₂O / dioxane / 4 h

4.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

5.1: 94 percent / methanol / Heating

6.1: 69 percent / Pd(Ph₃P)4 / dimethylformamide / 5 h / 100 °C

7.1: 53 percent / Cs₂CO₃ / dimethylformamide / 0 - 20 °C

With hydrogenchloride; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; caesium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Pinner reaction / 4.1: Swern reaction;
DOI:10.1021/jm0497491