1-benzenesulfonyl-2-(2-cyclopentyl-1-hydroxy-ethyl)-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester

Base Information

Chemical Name:1-benzenesulfonyl-2-(2-cyclopentyl-1-hydroxy-ethyl)-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester
CAS No.:1312017-82-5
Molecular Formula:C₂₂H₂₄N₂O₅S
Molecular Weight:428.509
Hs Code.:

Synonyms:1-benzenesulfonyl-2-(2-cyclopentyl-1-hydroxy-ethyl)-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester

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Chemical Property of 1-benzenesulfonyl-2-(2-cyclopentyl-1-hydroxy-ethyl)-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester

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Technology Process of 1-benzenesulfonyl-2-(2-cyclopentyl-1-hydroxy-ethyl)-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester

There total 8 articles about 1-benzenesulfonyl-2-(2-cyclopentyl-1-hydroxy-ethyl)-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester 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: 21.0%

: 1083181-12-7
1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester

: 5623-81-4
2-cyclopentylacetaldehyde

: 1312017-82-5
1-benzenesulfonyl-2-(2-cyclopentyl-1-hydroxy-ethyl)-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester

Guidance literature:: 1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

2-cyclopentylacetaldehyde; In tetrahydrofuran; at -78 ℃; for 1h;

Reference yield:

: 211308-80-4
2-amino-3-iodo-5-nicotinic methyl ester

: 1312017-82-5
1-benzenesulfonyl-2-(2-cyclopentyl-1-hydroxy-ethyl)-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine; copper(l) iodide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 2 h / 0 - 25 °C

2.1: pyridine / dichloromethane / 12 h / 0 - 25 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 25 °C / Reflux

4.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane / 0.08 h / 0 °C

4.2: 12.25 h / 0 - 25 °C

5.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -78 °C

5.2: 1 h / -78 °C

With pyridine; copper(l) iodide; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 36052-24-1
methyl 6-aminonicotinoate

: 1312017-82-5
1-benzenesulfonyl-2-(2-cyclopentyl-1-hydroxy-ethyl)-1H-pyrrolo[2,3-b]pyridin-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: iodine; silver trifluoroacetate / methanol / 72 h / 25 °C

2.1: N-ethyl-N,N-diisopropylamine; copper(l) iodide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 2 h / 0 - 25 °C

3.1: pyridine / dichloromethane / 12 h / 0 - 25 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 25 °C / Reflux

5.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane / 0.08 h / 0 °C

5.2: 12.25 h / 0 - 25 °C

6.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -78 °C

6.2: 1 h / -78 °C

With pyridine; copper(l) iodide; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; iodine; silver trifluoroacetate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;