5-Methoxy-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

Base Information

• Chemical Name: 5-Methoxy-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid
• CAS No.: 17288-36-7
• Molecular Formula: C9H8N2O3
• Molecular Weight: 192.174
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID30590500
• Wikidata: Q72485941

Synonyms:5-Methoxy-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid;17288-36-7;MFCD08448208;5-Methoxy-6-azaindole-2-carboxylic acid;FDTMPCXUIHRSEB-UHFFFAOYSA-N;SCHEMBL2320949;DTXSID30590500;AMY24553;AKOS006289174;PB41241;DS-12755;SY065507;DB-007067;CS-0042963;A881832;W-206042

Chemical Property of 5-Methoxy-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 3.38E-09mmHg at 25°C
• Refractive Index: 1.688
• Boiling Point: 458.4 °C at 760 mmHg
• Flash Point: 231 °C
• PSA: 75.21000
• Density: 1.459 g/cm³
• LogP: 1.26970
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 192.05349212
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

99%, ^*data from raw suppliers

5-Methoxy-6-azaindole-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=C2C(=C1)C=C(N2)C(=O)O

Technology Process of 5-Methoxy-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

There total 4 articles about 5-Methoxy-1H-pyrrolo[2,3-c]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: 80.0%

5-methoxy-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid ethyl ester (3469-63-4) → 5-methoxy-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid (17288-36-7)

Guidance literature:

With sodium hydroxide; In ethanol; Reflux;

DOI:10.3390/molecules190913342

Reference yield:

2-Methoxy-4-methyl-5-nitropyridine (6635-90-1) → 5-methoxy-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid (17288-36-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium tert-butylate / ethanol; diethyl ether / 0.25 h / 20 °C / Inert atmosphere

1.2: 28 h / 20 °C / Inert atmosphere; Reflux

2.1: hydrogen; palladium 10% on activated carbon / ethanol

3.1: sodium hydroxide / ethanol / Reflux

With palladium 10% on activated carbon; potassium tert-butylate; hydrogen; sodium hydroxide; In diethyl ether; ethanol;

DOI:10.3390/molecules190913342

Reference yield:

ethyl 3-(2-methoxy-5-nitropyridin-4-yl)-2-oxopropanoate (3469-62-3) → 5-methoxy-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid (17288-36-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; palladium 10% on activated carbon / ethanol

2: sodium hydroxide / ethanol / Reflux

With palladium 10% on activated carbon; hydrogen; sodium hydroxide; In ethanol;

DOI:10.3390/molecules190913342

upstream raw materials:

2-Methoxy-4-methyl-5-nitropyridine

ethyl 3-(2-methoxy-5-nitropyridin-4-yl)-2-oxopropanoate

5-methoxy-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid ethyl ester

Downstream raw materials:

methyl 5-methoxy-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

5-methoxy-N-(2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-methyl-1H-pyrrolo[2,3-c]pyridine-2-carboxamide

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