N-(4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazol-5-yl)methanesulfonamide

Base Information

Chemical Name:N-(4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazol-5-yl)methanesulfonamide
CAS No.:1313530-01-6
Molecular Formula:C₂₂H₂₄N₄O₅S
Molecular Weight:456.522
Hs Code.:

Synonyms:N-(4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazol-5-yl)methanesulfonamide

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Chemical Property of N-(4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazol-5-yl)methanesulfonamide

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Technology Process of N-(4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazol-5-yl)methanesulfonamide

There total 8 articles about N-(4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazol-5-yl)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: 35.0%

: 1313529-92-8
4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazol-5-amine

: 124-63-0
methanesulfonyl chloride

: 1313530-01-6
N-(4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazol-5-yl)methanesulfonamide

Guidance literature:: With pyridine; triethylamine; In acetonitrile; Reflux;
DOI:10.1016/j.tet.2011.04.077

Reference yield:

: 120-72-9
indole

: 1313530-01-6
N-(4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazol-5-yl)methanesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: zinc(II) chloride / ethanol / 2 h / 20 °C

2.1: methyl iodide / methanol; water / 16 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

3.2: 0 - 20 °C

4.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

5.1: camphoric acid; hydrazine hydrate / methanol / 23 h / Reflux

6.1: pyridine; triethylamine / acetonitrile / Reflux

With pyridine; camphoric acid; sodium hydride; hydrazine hydrate; triethylamine; zinc(II) chloride; lithium diisopropyl amide; methyl iodide; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; 1.1: Mannich reaction;
DOI:10.1016/j.tet.2011.04.077

Reference yield:

: 771-51-7
indole-3-acetonitrile

: 1313530-01-6
N-(4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazol-5-yl)methanesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

1.2: 0 - 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: camphoric acid; hydrazine hydrate / methanol / 23 h / Reflux

4.1: pyridine; triethylamine / acetonitrile / Reflux

With pyridine; camphoric acid; sodium hydride; hydrazine hydrate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1016/j.tet.2011.04.077