| Identification | More | [Name]
5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid | [CAS]
253870-02-9 | [Synonyms]
3,5-DIMETHYL-2-FORMYLPYRROLE-4-CARBOXYLIC ACID
5-FORMYL-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXYLIC ACID
5-Formyl-2,4-dimethylpyrrole-3-carboxylic acid
5-formyl-2,4-dimethyl-1h-pyrrole-3-carboxy acid
5-FORMYL-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXYLIC ACID 98% | [EINECS(EC#)]
607-716-8 | [Molecular Formula]
C8H9NO3 | [MDL Number]
MFCD06202342 | [Molecular Weight]
167.16 | [MOL File]
253870-02-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
283°C(lit.) | [Boiling point ]
374.9±42.0 °C(Predicted) | [density ]
1.342±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Aqueous Base (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
5.56±0.50(Predicted) | [color ]
Beige | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C8H9NO3/c1-4-6(3-10)9-5(2)7(4)8(11)12/h3,9H,1-2H3,(H,11,12) | [InChIKey]
YCIHQDVIAISDPS-UHFFFAOYSA-N | [SMILES]
N1C(C=O)=C(C)C(C(O)=O)=C1C | [CAS DataBase Reference]
253870-02-9(CAS DataBase Reference) |
| Hazard Information | Back Directory | [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 a yellow crystalline substance, mainly used as pharmaceutical intermediates. | [Synthesis]
Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate (19.4 g, 100 mmol) was used as a raw material and dissolved in a solvent mixture of methanol (100 mL) and water (400 mL). A 5N KOH solution (200 mL) was slowly added under stirring conditions. The reaction mixture was heated to reflux and stirred continuously for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted with 5N HCl solution to 3. Subsequently, the precipitate was collected by filtration and washed with distilled water. Finally, the resulting solid was dried under vacuum to afford the target product 2,4-dimethyl-5-formyl-1H-pyrrole-3-carboxylic acid (15.5 g, 94% yield) as a yellow-brown solid. | [References]
[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 1, p. 248 - 262
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 1, p. 139 - 146
[3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 10, p. 3062 - 3065
[4] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 14, p. 2782 - 2787
[5] Journal of Medicinal Chemistry, 2003, vol. 46, # 7, p. 1116 - 1119 |
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