5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic Acid

Base Information

• Chemical Name: 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic Acid
• CAS No.: 253870-02-9
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID10454191
• Nikkaji Number: J1.979.949B
• Wikidata: Q72479239
• Mol file: 253870-02-9.mol

Synonyms:5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic Acid;253870-02-9;5-FORMYL-2,4-DIMETHYLPYRROLE-3-CARBOXYLIC ACID;3,5-Dimethyl-2-formylpyrrole-4-carboxylic acid;2,4-dimethyl-5-formylpyrrole-3-carboxylic acid;1H-PYRROLE-3-CARBOXYLIC ACID, 5-FORMYL-2,4-DIMETHYL-;MFCD06202342;3,5-dimethyl-2-formyl-1h-pyrrole-4-carboxylic acid;3,5-dimethyl-2-formylindole-4-carboxylic acid;5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylicacid;L-(+)-Tartaricacid;SCHEMBL394139;5-formyl-2,4-dimethyl-1H-pyrrole-3- carboxylic acid;DTXSID10454191;YCIHQDVIAISDPS-UHFFFAOYSA-N;BCP00875;AKOS005145723;AC-1744;CS-W003265;PB23434;SY017130;A5126;AM20090638;F0939;FT-0602120;EN300-143759;5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic;5-Formyl-2,4-dimethyl-3-pyrrolecarboxylic Acid;3Y-0054;5-formyl-2,4-dimethyl-1H-pyrrole-3-formic acid;Q-101343;Z1201623378;5-Formyl-2 pound not4-dimethyl-1H-pyrrole-3-carboxylicacid;5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid, AldrichCPR;1H-Pyrrole-3-carboxylic acid, 5-formyl-2,4-dimethyl-;5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid;2,4-Dimethyl-5-formyl-1H-pyrrole-3-carboxylic acid;2,4-Dimethyl-5-formylpyrrole-3-carboxylic acid;5-Formyl-2,4-dimethylpyrrole-3-carboxylic acid

Chemical Property of 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic Acid

Chemical Property:

• Appearance/Colour: Yellow crystal powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 283°C(lit.)
• Refractive Index: 1.625
• Boiling Point: 374.873 °C at 760 mmHg
• PKA: 5.56±0.50(Predicted)
• Flash Point: 180.517 °C
• PSA: 70.16000
• Density: 1.343 g/cm³
• LogP: 1.14220
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(NC(=C1C(=O)O)C)C=O
• Description: 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid is an important organic intermediate to synthetize substituted pyrrole products.
• Uses: 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic Acid is useful for the synthesis of 5-Bromo-7-azaindolin-2-one derivatives which possesses in vitro activity against selected cancer cell lines. 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid is a yellow crystalline substance, mainly used as pharmaceutical intermediates.

Technology Process of 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic Acid

There total 9 articles about 5-formyl-2,4-dimethyl-1H-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: 99.0%

ethyl (5-formyl-2,4-dimethyl-1H-pyrrole)-3-carboxylate (2199-59-9) → 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (253870-02-9)

Guidance literature:

With potassium hydroxide; In methanol; water; Reflux;

DOI:10.1021/acs.jmedchem.6b01266

Reference yield: 93.0%

ethyl (5-formyl-2,4-dimethyl-1H-pyrrole)-3-carboxylate (2199-59-9) → 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (253870-02-9) + 5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidene-methyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic Acid

Guidance literature:

With potassium hydroxide; In methanol; water;

Reference yield: 93.0%

benzyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate (37059-18-0) → 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (253870-02-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; ethanol; at 20 ℃; for 5h;

DOI:10.1055/s-0030-1258769

upstream raw materials:

ethyl (5-formyl-2,4-dimethyl-1H-pyrrole)-3-carboxylate

2-tert-butyl 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate

benzyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate

2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester

Downstream raw materials:

5-((Z)-(5-fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

methyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate

N-desethyl sunitinib

Refernces

• 1、 Rasal, Nishant K.,Sonawane, Rahul B.,Jagtap, Sangeeta V.. "Synthesis, biological evaluation, and in silico study of pyrazoline-conjugated 2,4-dimethyl-1H-pyrrole-3-carboxylic acid derivatives". . . Retrieved 2020/10/22.
• 2、 -. "Enhanced fluorescence sensor for targeting recognition of receptor tyrosine kinase and application of fluorescence sensor in cell membrane fluorescence imaging". Paragraph 0014; 0015. . Retrieved 2019/02/13.