5-Methyl-1H-pyrrole-2-carboxylic acid

Base Information

• Chemical Name: 5-Methyl-1H-pyrrole-2-carboxylic acid
• CAS No.: 3757-53-7
• Molecular Formula: C6H7NO2
• Molecular Weight: 125.127
• Hs Code.: 2933990090
• European Community (EC) Number: 837-626-6
• DSSTox Substance ID: DTXSID20512716
• Nikkaji Number: J2.440.535D
• Wikidata: Q27455851
• Mol file: 3757-53-7.mol

Synonyms:5-METHYL-1H-PYRROLE-2-CARBOXYLIC ACID;3757-53-7;5-methylpyrrole-2-carboxylic acid;5-METHYL-1H-PYRROLE-2-CARBOXYLICACID;1H-Pyrrole-2-carboxylic acid, 5-methyl-;SCHEMBL1664245;AMY4812;DTXSID20512716;UFYABCWJPZTWHA-UHFFFAOYSA-N;BCP31754;MFCD03011381;ZB0802;AKOS006243273;DS-3460;SB62048;FT-0692768;EN300-145549;O11470;Q27455851

Chemical Property of 5-Methyl-1H-pyrrole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 137-138 °C
• Refractive Index: 1.587
• Boiling Point: 326.272 °C at 760 mmHg
• PKA: 4.73±0.10(Predicted)
• Flash Point: 151.124 °C
• PSA: 53.09000
• Density: 1.296 g/cm³
• LogP: 1.02130
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 125.047678466
• Heavy Atom Count: 9
• Complexity: 124

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-Methyl-1H-pyrrole-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(N1)C(=O)O
• Uses: 5-Methylpyrrole-2-carboxylic Acid is a useful reactant in preparation and biological evaluation of coumarin-carboxylic acids as inhibitors of gyrase B.

Technology Process of 5-Methyl-1H-pyrrole-2-carboxylic acid

There total 10 articles about 5-Methyl-1H-pyrrole-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: 100.0%

ethyl 5-methyl-1H-pyrrole-2-carboxylate (3284-51-3) → 5-methyl-1H-pyrrole-2-carboxylic acid (3757-53-7)

Guidance literature:

With sodium hydroxide; ethanol; water; In 1,4-dioxane; for 3h; Heating / reflux;

Reference yield: 98.0%

5-methyl-1H-pyrrole-2-carboxylate → 5-methyl-1H-pyrrole-2-carboxylic acid (3757-53-7)

Guidance literature:

With water; sodium hydroxide; In methanol; at 50 ℃; for 24h; Schlenk technique;

DOI:10.1021/jacs.5b01894

Reference yield: 40.0%

2,5-Dimethylpyrrole (625-84-3) → 5-methyl-1H-pyrrole-2-carboxylic acid (3757-53-7)

Guidance literature:

at 30 ℃; for 16h; Pseudomonas putida ATCC 33015;

upstream raw materials:

ethyl 5-methyl-1H-pyrrole-2-carboxylate

2,5-Dimethylpyrrole

1-(4-Methoxycarbonyl-phenyl)-5-methyl-1H-pyrrole-2-carboxylic acid methyl ester

(2E,4E)-methylhexa-2,4-dienoate

Downstream raw materials:

methyl 5-methyl-1H-pyrrole-2-carboxylate

5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester

coumermycin A1

Refernces

• 1、 Yi, Dongqi,Acharya, Atanu,Gumbart, James C.,Gutekunst, Will R.,Agarwal, Vinayak. "Gatekeeping Ketosynthases Dictate Initiation of Assembly Line Biosynthesis of Pyrrolic Polyketides". supporting information. p. 7617 - 7622. Retrieved 2021/05/26.
• 2、 -. "NOVEL COMPOUNDS USEFUL FOR THE TREATMENT OF BACTERIAL INFECTIOUS DISEASES". Paragraph 0272-0273. . Retrieved 2016/10/31.