Pyrrole-3-carboxylic acid

Base Information

• Chemical Name: Pyrrole-3-carboxylic acid
• CAS No.: 931-03-3
• Molecular Formula: C5H5NO2
• Molecular Weight: 111.1
• Hs Code.: 2933990090
• European Community (EC) Number: 635-094-8
• DSSTox Substance ID: DTXSID90900989
• Nikkaji Number: J457.360I
• Wikidata: Q27136569
• Metabolomics Workbench ID: 143495
• ChEMBL ID: CHEMBL79155
• Mol file: 931-03-3.mol

Synonyms:pyrrole-3-carboxylic acid

Chemical Property of Pyrrole-3-carboxylic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Melting Point: 209 °C
• Boiling Point: 340.3 °C at 760 mmHg
• PKA: pK1:4.453 (25°C)
• Flash Point: 159.6 °C
• PSA: 53.09000
• Density: 1.383 g/cm³
• LogP: 0.71290
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 111.032028402
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

Pyrrole-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC=C1C(=O)O
• Uses: Pyrrole-3-carboxylic Acid is used in the preparation of isoindolinone compds. as cereblon inhibitors and GSPT1 degraders.

Technology Process of Pyrrole-3-carboxylic acid

There total 2 articles about Pyrrole-3-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: 90.0%

1-tritylpyrrole-3-carboxylic acid (85684-93-1) → 1H-pyrrole-3-carboxylic acid (931-03-3) + triphenylmethane (519-73-3)

Guidance literature:

With ammonia; sodium; In methanol; Yields of byproduct given;

Reference yield:

pyrrole (109-97-7,30604-81-0) + carbon dioxide (124-38-9,18923-20-1) → 1H-pyrrole-3-carboxylic acid (931-03-3) + pyrrole-2-carboxyl acid (634-97-9)

Guidance literature:

With dimethylaluminum chloride; In hexane; toluene; at 20 ℃; for 3h; under 22502.3 Torr;

DOI:10.1016/j.tetlet.2009.05.076

Reference yield: 88.0%

di(4-chlorophenyl)iodonium trifluoromethanesulfonate + 1H-pyrrole-3-carboxylic acid (931-03-3) → 4-chlorophenyl 1H-pyrrole-3-carboxylate

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 3h; regioselective reaction;

DOI:10.1002/asia.201601290

upstream raw materials:

1-tritylpyrrole-3-carboxylic acid

pyrrole

carbon dioxide

Downstream raw materials:

methyl 1H-pyrrole-3-carboxylate

N-(m-vinylphenyl)-1-H-pyrrole-3-carboxamide

N-(p-vinylphenyl)-1-H-pyrrole-3-carboxamide

p-vinylbenzyl 1-H-pyrrole-3-carboxylate