1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid

Base Information

• Chemical Name: 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid
• CAS No.: 189089-90-5
• Molecular Formula: C14H10N2O4S
• Molecular Weight: 302.31
• Hs Code.: 2933990090
• Mol file: 189089-90-5.mol

Synonyms:1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid;

Chemical Property of 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 587.064°C at 760 mmHg
• Flash Point: 308.846°C
• PSA: 97.64000
• Density: 1.49g/cm³
• LogP: 3.05230

Purity/Quality:

97% ^*data from raw suppliers

1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid

There total 4 articles about 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-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: 88.0%

carbon dioxide (124-38-9,18923-20-1) + 1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine (143141-23-5) → 1-(phenyl-sulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid (189089-90-5)

Guidance literature:

1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -35 ℃;

carbon dioxide; In tetrahydrofuran; at -55 - 20 ℃; for 16h;

DOI:10.1016/j.ejmech.2015.12.023

Reference yield: 50.0%

1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde (189089-91-6) → 1-(phenyl-sulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid (189089-90-5)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; In tert-butylbenzene; methylbutane; for 3.16667h;

Reference yield:

7-Azaindole (271-63-6) → 1-(phenyl-sulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid (189089-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / NaOH, benzyltriethylammonium chloride / CH₂Cl₂ / 1) 0 deg C, 15 min; 2) rt, 2 h

2: 1.) lithium diisopropylamide / 1) THF, -25 deg C, 30 min; 2) THF

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; lithium diisopropyl amide; In dichloromethane;

DOI:10.1016/S0040-4020(97)00107-5

upstream raw materials:

carbon dioxide

1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine

7-Azaindole

benzenesulfonyl chloride

Downstream raw materials:

7-azaindole-2-carboxylic acid

C₂₄H₂₃N₅O₃S

C₁₈H₁₈N₄O₃S₂

1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester