N,N-diethyl-4-(hydroxy(4-methoxyphenyl)methyl)-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide

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Chemical Name:N,N-diethyl-4-(hydroxy(4-methoxyphenyl)methyl)-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide
CAS No.:1374508-33-4
Molecular Formula:C₁₉H₂₃N₃O₄S
Molecular Weight:389.475
Hs Code.:

Synonyms:N,N-diethyl-4-(hydroxy(4-methoxyphenyl)methyl)-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide

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Chemical Property of N,N-diethyl-4-(hydroxy(4-methoxyphenyl)methyl)-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide

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Technology Process of N,N-diethyl-4-(hydroxy(4-methoxyphenyl)methyl)-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide

There total 3 articles about N,N-diethyl-4-(hydroxy(4-methoxyphenyl)methyl)-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide 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: 85.0%

: 1374508-25-4
N,N-diethyl-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide

: 123-11-5
4-methoxy-benzaldehyde

: 1374508-33-4
N,N-diethyl-4-(hydroxy(4-methoxyphenyl)methyl)-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide

Guidance literature:: N,N-diethyl-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 - -40 ℃; for 1h; Inert atmosphere;

4-methoxy-benzaldehyde; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃; for 15h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; cyclohexane; at 20 ℃; regioselective reaction; Inert atmosphere;
DOI:10.1002/anie.201108016

Reference yield:

: 271-63-6
7-Azaindole

: 1374508-33-4
N,N-diethyl-4-(hydroxy(4-methoxyphenyl)methyl)-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: chlorosulfonic acid / 2 h / 0 - 120 °C / Inert atmosphere

2.1: dichloromethane / 20 °C / Inert atmosphere

3.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 - -40 °C / Inert atmosphere

3.2: 15 h / -78 - 20 °C / Inert atmosphere

3.3: 20 °C / Inert atmosphere

With chlorosulfonic acid; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; dichloromethane; cyclohexane;
DOI:10.1002/anie.201108016

Reference yield:

: 1001412-59-4
1H-pyrrolo[2,3-b]pyridine-3-sulfonyl chloride

: 1374508-33-4
N,N-diethyl-4-(hydroxy(4-methoxyphenyl)methyl)-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 20 °C / Inert atmosphere

2.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 - -40 °C / Inert atmosphere

2.2: 15 h / -78 - 20 °C / Inert atmosphere

2.3: 20 °C / Inert atmosphere

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; dichloromethane; cyclohexane;
DOI:10.1002/anie.201108016