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

Base Information

• Chemical Name: ethyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate
• CAS No.: 864681-18-5
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.202
• DSSTox Substance ID: DTXSID301255011
• Mol file: 864681-18-5.mol

Synonyms:ethyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate;864681-18-5;1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, ethyl ester;SCHEMBL298121;YUDZVBURRABHNF-UHFFFAOYSA-N;DTXSID301255011;MFCD15529021;CS-0004419;E79651;1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid ethyl ester

Chemical Property of ethyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate

Chemical Property:

• PSA: 54.98000
• LogP: 1.73960
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

Ethyl1H-pyrrolo[2,3-b]pyridine-5-carboxylate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=C2C(=C1)C=CN2

Technology Process of ethyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate

There total 2 articles about ethyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate 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: 100.0%

1H-pyrrolo[2,3-b]pyridine-5-carbonitrile (517918-95-5) + ethanol (64-17-5) → 1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid ethyl ester (864681-18-5)

Guidance literature:

1H-pyrrolo[2,3-b]pyridine-5-carbonitrile; ethanol; With sulfuric acid; Heating / reflux;

With sodium hydrogencarbonate; In ethanol; water; ethyl acetate; Product distribution / selectivity;

Reference yield: 79.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + 5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid ethyl ester (864681-18-5)

Guidance literature:

With triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium dichloride; at 120 ℃; under 30003 Torr; Product distribution / selectivity;

Reference yield: 74.0%

1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid ethyl ester (864681-18-5) → 3-iodo-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid ethyl ester (864681-19-6)

Guidance literature:

With potassium hydroxide; iodine; In DMF (N,N-dimethyl-formamide); for 0.583333h;

upstream raw materials:

ethanol

carbon monoxide

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

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

Downstream raw materials:

3-iodo-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid ethyl ester

Refernces