2-hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester

Base Information

Chemical Name:2-hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester
CAS No.:875639-32-0
Molecular Formula:C₂₉H₂₄N₂O₆S
Molecular Weight:528.585
Hs Code.:

Synonyms:2-hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester

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Chemical Property of 2-hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester

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Technology Process of 2-hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester

There total 5 articles about 2-hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic 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: 91.0%

: 875639-17-1
3-(2-methoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

: 4068-76-2
5-bromo-2-hydroxy-benzoic acid methyl ester

: 875639-32-0
2-hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester

Guidance literature:: With sodium hydrogencarbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In water; acetonitrile; at 90 ℃; for 0.0833333h; Microwave irradiation;

Reference yield:

: 757978-18-0
3-iodo-5-bromo-1H-pyrrolo[2,3-b]-pyridine

: 875639-32-0
2-hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 0.33 h / 0 °C

1.2: 0.5 h / 20 °C

2.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 8 h / 80 °C / Heating / reflux

3.1: sodium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 1 h / 140 °C / Microwave irradiation

4.1: sodium hydrogencarbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; acetonitrile / 0.08 h / 90 °C / Microwave irradiation

With sodium acetate; sodium hydride; sodium hydrogencarbonate; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 875639-15-9
5-bromo-3-iodo-1-(4-methylbenzene-1-sulfonyl)-1H-pyrrolo[2,3-b]pyridine

: 875639-32-0
2-hydroxy-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 8 h / 80 °C / Heating / reflux

2: sodium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 1 h / 140 °C / Microwave irradiation

3: sodium hydrogencarbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; acetonitrile / 0.08 h / 90 °C / Microwave irradiation

With sodium acetate; sodium hydrogencarbonate; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In water; N,N-dimethyl-formamide; acetonitrile;