N-[4-(8-bromo-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide

Base Information

Chemical Name:N-[4-(8-bromo-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide
CAS No.:1257830-36-6
Molecular Formula:C₂₁H₂₃BrN₂O₃S
Molecular Weight:463.395
Hs Code.:

Synonyms:N-[4-(8-bromo-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide

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Chemical Property of N-[4-(8-bromo-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide

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Technology Process of N-[4-(8-bromo-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide

There total 5 articles about N-[4-(8-bromo-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide 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: 57.0%

: 1257832-13-5
3,8-dibromo-6-tert-butyl-5-methoxyquinoline

: 380430-57-9
4-(methylsulfonylamino)phenyl boronic acid

: 1257830-36-6
N-[4-(8-bromo-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; at 120 ℃; for 1h; microwave irradiation; sealed tube;

Reference yield:

: 79822-46-1
4-(1,1-dimethylethyl)-3-(methoxy)benzoic acid

: 1257830-36-6
N-[4-(8-bromo-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: diphenylphosphoranyl azide; triethylamine / tetrahydrofuran / 23 h / Reflux; Inert atmosphere

2.1: potassium hydroxide; water / ethanol / 15 h / Reflux; Inert atmosphere

3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

4.1: bromine; acetic acid / 0.25 h / 20 °C / Inert atmosphere

4.2: 4 h / 100 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / methanol; toluene / 1 h / 120 °C / Inert atmosphere; Sealed tube; Microwave irradiation

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenylphosphoranyl azide; water; bromine; sodium carbonate; acetic acid; triethylamine; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; toluene; 1.1: |Curtius Rearrangement;
DOI:10.1021/jm401329s

Reference yield:

: 35291-89-5
4-tert-butyl-3-methoxyaniline

: 1257830-36-6
N-[4-(8-bromo-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

2.1: bromine; acetic acid / 0.25 h / 20 °C / Inert atmosphere

2.2: 4 h / 100 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / methanol; toluene / 1 h / 120 °C / Inert atmosphere; Sealed tube; Microwave irradiation

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; sodium carbonate; acetic acid; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm401329s