2-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxylic acid

Base Information

Chemical Name:2-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxylic acid
CAS No.:1261080-71-0
Molecular Formula:C₁₇H₁₁N₃O₄S₂
Molecular Weight:385.424
Hs Code.:

Synonyms:2-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxylic acid

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Chemical Property of 2-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxylic acid

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Technology Process of 2-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxylic acid

There total 6 articles about 2-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxylic acid 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: 80.0%

: 1261080-70-9
ethyl 2-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-4-yl)thiazole-5-carboxylate

: 1261080-71-0
2-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxylic acid

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.11.080

Reference yield:

: 271-63-6
7-Azaindole

: 1261080-71-0
2-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 3-chloro-benzenecarboperoxoic acid / 1,2-dimethoxyethane / 20 °C

2.1: tetramethylammonium bromide; Methanesulfonic anhydride / N,N-dimethyl-formamide / 5 h / 0 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; potassium acetate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

6.1: water; lithium hydroxide / tetrahydrofuran / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; water; potassium acetate; tetramethylammonium bromide; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; lithium hydroxide; Methanesulfonic anhydride; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil; 5.1: Suzuki coupling;
DOI:10.1016/j.bmcl.2011.11.080

Reference yield:

: 889939-25-7
1-(benzenesulfonyl)-4-bromo-1H-pyrrolo[2,3-b]pyridine

: 1261080-71-0
2-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; potassium acetate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

3: water; lithium hydroxide / tetrahydrofuran / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis[1,2-bis(diphenylphosphino)ferrocene]-palladium⁽⁰⁾; water; potassium acetate; potassium carbonate; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Suzuki coupling;
DOI:10.1016/j.bmcl.2011.11.080