1H-Pyrrolo[2,3-b]pyridine, 5-methoxy-1-(phenylsulfonyl)-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 5-methoxy-1-(phenylsulfonyl)-
• CAS No.: 397842-89-6
• Molecular Formula: C14H12 N2 O3 S
• Molecular Weight: 288.327
• Mol file: 397842-89-6.mol

Synonyms:5-Methoxy-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine, 5-methoxy-1-(phenylsulfonyl)-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.643
• Boiling Point: 496.389°C at 760 mmHg
• Flash Point: 254.007°C
• PSA: 69.57000
• Density: 1.348g/cm³
• LogP: 3.36270

Purity/Quality:

98% ^*data from raw suppliers

5-Methoxy-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[2,3-b]pyridine, 5-methoxy-1-(phenylsulfonyl)-

There total 7 articles about 1H-Pyrrolo[2,3-b]pyridine, 5-methoxy-1-(phenylsulfonyl)- 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: 93.0%

benzenesulfonyl chloride (98-09-9) + 5-methoxy-1H-pyrrolo[2,3-b]pyridine (183208-36-8) → 5-methoxy-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (397842-89-6)

Guidance literature:

5-methoxy-1H-pyrrolo[2,3-b]pyridine; With tetrabutylammomium bromide; sodium hydroxide; In dichloromethane; at 0 ℃; for 0.0833333h;

benzenesulfonyl chloride; In dichloromethane; at 0 - 25 ℃; for 12.25h;

Reference yield:

7-Azaindole (271-63-6) → 5-methoxy-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (397842-89-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: triethylamine; formic acid / palladium 10% on activated carbon / 120 h / 0 - 80 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

2.2: 3 h / 0 °C

3.1: bromine; pyridine / dichloromethane / 2 h / 0 °C

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1 h

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 25 °C

6.1: copper(I) bromide; sodium / N,N-dimethyl-formamide / 5 h / Inert atmosphere; Reflux

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

7.2: 12.25 h / 0 - 25 °C

With pyridine; formic acid; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; bromine; sodium; sodium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; copper(I) bromide; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 5-methoxy-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (397842-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(I) bromide; sodium / N,N-dimethyl-formamide / 5 h / Inert atmosphere; Reflux

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

2.2: 12.25 h / 0 - 25 °C

With tetrabutylammomium bromide; sodium; copper(I) bromide; sodium hydroxide; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

5-bromo-1H-pyrrolo[2,3-b]pyridine

5-bromo-1-(tert-butyl-dimethyl-silanyl)-1H-pyrrolo[2,3-b]pyridine

7-azaindoline

benzenesulfonyl chloride

Downstream raw materials:

(1-benzenesulfonyl-5-methoxy-1H-pyrrolo[2,3-b]pyridin-2-yl)-(4-methylsulfanyl-3-trifluoromethyl-phenyl)-methanol

1-(1-benzenesulfonyl-5-methoxy-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-(tetrahydro-furan-2-yl)-ethanol

1-(1-benzenesulfonyl-5-methoxy-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-cyclohexyl-ethanol

1-(1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-3,3-dimethyl-butan-1-ol

Refernces