N-(3-bromo-2-(2-(thiophen-3-yl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide

Base Information

Chemical Name:N-(3-bromo-2-(2-(thiophen-3-yl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide
CAS No.:1244651-72-6
Molecular Formula:C₁₆H₁₄BrNO₂S
Molecular Weight:364.263
Hs Code.:

Synonyms:N-(3-bromo-2-(2-(thiophen-3-yl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide

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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 N-(3-bromo-2-(2-(thiophen-3-yl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide

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Technology Process of N-(3-bromo-2-(2-(thiophen-3-yl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide

There total 7 articles about N-(3-bromo-2-(2-(thiophen-3-yl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide 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: 74.0%

: 67237-53-0
3-ethynylthiophene

: 1244651-37-3
N-(3-bromo-2-iodophenyl)-2-hydroxy-2-methylpropanamide

: 1244651-72-6
N-(3-bromo-2-(2-(thiophen-3-yl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; In N,N-dimethyl-formamide; at 50 ℃; for 3.5h; Inert atmosphere;
DOI:10.1039/c004360e

Reference yield:

: 863870-79-5
O-3-bromo-2-iodophenyl N,N-diethylcarbamate

: 1244651-72-6
N-(3-bromo-2-(2-(thiophen-3-yl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydroxide / ethanol / Reflux

2.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / N,N-dimethyl-formamide / 3.5 h / 50 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; sodium hydroxide; In ethanol; N,N-dimethyl-formamide; 3.1: Smiles rearrangement / 4.1: Sonogashira coupling;
DOI:10.1021/jo200406f

Reference yield:

: 863870-72-8
O-3-bromophenyl N,N-diethylcarbamate

: 1244651-72-6
N-(3-bromo-2-(2-(thiophen-3-yl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C

2.1: sodium hydroxide / ethanol / Reflux

3.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

4.1: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

5.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / N,N-dimethyl-formamide / 3.5 h / 50 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 4.1: Smiles rearrangement / 5.1: Sonogashira coupling;
DOI:10.1021/jo200406f