N-{2-bromo-6-ethynyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-phenyl}-methanesulfonamide

Base Information

Chemical Name:N-{2-bromo-6-ethynyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-phenyl}-methanesulfonamide
CAS No.:862903-94-4
Molecular Formula:C₁₄H₁₈BrNO₅S
Molecular Weight:392.271
Hs Code.:

<i>N</i>-{2-bromo-6-ethynyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-phenyl}-methanesulfonamide

Synonyms:N-{2-bromo-6-ethynyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-phenyl}-methanesulfonamide

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Chemical Property of N-{2-bromo-6-ethynyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-phenyl}-methanesulfonamide

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Technology Process of N-{2-bromo-6-ethynyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-phenyl}-methanesulfonamide

There total 7 articles about N-{2-bromo-6-ethynyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-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: 54.0%

: 862903-75-1
2-bromo-6-ethynyl-4-(2-(2-methoxyethoxy)ethoxyl)aniline

: 124-63-0
methanesulfonyl chloride

: 862903-94-4
N-{2-bromo-6-ethynyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-phenyl}-methanesulfonamide

Guidance literature:: With pyridine; dmap; In dichloromethane; for 20h;
DOI:10.1021/ja0547984

Reference yield:

: 69828-74-6
1-(2-(2-methoxyethoxy)ethoxy)-4-nitrobenzene

: 862903-94-4
N-{2-bromo-6-ethynyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-phenyl}-methanesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / H₂ / Pd/C / ethyl acetate / 10 h / 20 °C

2: 66 percent / Br₂ / CH₂Cl₂; methanol / 30 h / 20 °C

3: 50 percent / CuI; Pd(PPh₃)2Cl₂; Et₃N / tetrahydrofuran / 14 h / 80 - 82 °C

4: 97 percent / K₂CO₃; MeOH / 0.08 h / 20 °C

5: 54 percent / DMAP; pyridine / CH₂Cl₂ / 20 h

With pyridine; methanol; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen; bromine; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 3: Sonogashira coupling;
DOI:10.1021/ja0547984

Reference yield:

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 862903-94-4
N-{2-bromo-6-ethynyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-phenyl}-methanesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / K₂CO₃ / dimethylformamide / 19 h / 65 - 70 °C

2: 96 percent / H₂ / Pd/C / ethyl acetate / 10 h / 20 °C

3: 66 percent / Br₂ / CH₂Cl₂; methanol / 30 h / 20 °C

4: 50 percent / CuI; Pd(PPh₃)2Cl₂; Et₃N / tetrahydrofuran / 14 h / 80 - 82 °C

5: 97 percent / K₂CO₃; MeOH / 0.08 h / 20 °C

6: 54 percent / DMAP; pyridine / CH₂Cl₂ / 20 h

With pyridine; methanol; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen; bromine; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 4: Sonogashira coupling;
DOI:10.1021/ja0547984