| Identification | Back Directory | [Name]
METHYL 1H-PYRROLE-2-CARBOXYLATE | [CAS]
1193-62-0 | [Synonyms]
RARECHEM AL BF 0174
2 - pyrrole Methyl forMate
METHYL 2-PYRROLECARBOXYLATE
Methyl 1H-pyrrol-2-carboxylate
MethylPyrrole-2-carboxylate>
Methyl 2-pyrrolecarboxylate 97%
METHYL 1H-PYRROLE-2-CARBOXYLATE
Pyrrole-2-carboxylic Acid Methyl Ester
1H-Pyrrole-2-carboxylic acid,methyl ester | [EINECS(EC#)]
629-314-1 | [Molecular Formula]
C6H7NO2 | [MDL Number]
MFCD00817048 | [MOL File]
1193-62-0.mol | [Molecular Weight]
125.13 |
| Chemical Properties | Back Directory | [Melting point ]
74-78 °C(lit.)
| [Boiling point ]
104-105 °C(Press: 9 Torr) | [density ]
1.184±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Slightly), DMSO (Slightly) | [form ]
Solid | [pka]
15.16±0.50(Predicted) | [color ]
Light Beige | [Water Solubility ]
Soluble in water. | [InChI]
InChI=1S/C6H7NO2/c1-9-6(8)5-3-2-4-7-5/h2-4,7H,1H3 | [InChIKey]
VONGYFFEWFJHNP-UHFFFAOYSA-N | [SMILES]
N1C=CC=C1C(OC)=O | [LogP]
1.170 |
| Hazard Information | Back Directory | [Description]
Methyl 2-pyrrolecarboxylate is a crystalline or powder,It can be used as an organic reagent and can be obtained by the reaction of pyrrole with dimethyl carbonate. | [Uses]
Methyl 1H-Pyrrole-2-carboxylate is an intermediate used to prepare pyrrolyl aryl sulfones with activity against HIV-1. It is also used in the synthesis of diaryl pyrrolecarboxylates as combretastatin A-4/lamellarin T hybrids with anti-mitotic and cytotoxic activity. | [Definition]
ChEBI: Methyl 1H-pyrrole-2-carboxylate is a member of pyrroles. | [Synthesis]
50 mL of SOCl2 was slowly added dropwise to a solution of pyrrole-2-carboxylic acid (1) (16.65 g, 0.15 mol) dissolved in 10 mL of MeOH at 0 °C for a controlled time of 30 min. Subsequently, the reaction mixture was warmed up to 35 °C with continuous stirring for 24 hours. Upon completion of the reaction, the solvent was removed by vacuum evaporation, and the resulting residue was purified by column chromatography with the eluent being a mixed solvent of ethyl acetate/petroleum ether, which ultimately afforded Intermediate 2 as a white solid in 85% yield with a melting point of 72-73 °C. | [References]
[1] Canadian Journal of Chemistry, 2002, vol. 80, # 12, p. 1662 - 1667
[2] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 22, p. 7091 - 7100
[3] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 20, p. 2997 - 3003
[4] Patent: EP1386913, 2004, A1. Location in patent: Page 88
[5] Patent: EP986382, 2008, B1. Location in patent: Page/Page column 23 |
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