ChemicalBook--->CAS DataBase List--->37102-48-0

37102-48-0

37102-48-0 Structure

37102-48-0 Structure
IdentificationBack Directory
[Name]

2-METHYL-1H-PYRROLE-3-CARBOXYLIC ACID
[CAS]

37102-48-0
[Synonyms]

2-Methylpyrrole-3-carboxylic acid
2-Methyl-3-pyrrolecarboxylic acid
2-METHYL-1H-PYRROLE-3-CARBOXYLIC ACID
1H-Pyrrole-3-carboxylic acid, 2-Methyl-
2-Methyl-1H-Pyrrole-3-Carboxylic Acid(WX614100)
[Molecular Formula]

C6H7NO2
[MDL Number]

MFCD01625949
[MOL File]

37102-48-0.mol
[Molecular Weight]

125.13
Chemical PropertiesBack Directory
[Melting point ]

178-179℃
[Boiling point ]

322.4±22.0 °C(Predicted)
[density ]

1.295
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

solid
[pka]

5.60±0.50(Predicted)
[Appearance]

Light brown to brown Solid
[InChI]

InChI=1S/C6H7NO2/c1-4-5(6(8)9)2-3-7-4/h2-3,7H,1H3,(H,8,9)
[InChIKey]

YBJBJOLFTYIFKP-UHFFFAOYSA-N
[SMILES]

N1C=CC(C(O)=O)=C1C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

2-Methyl-1H-Pyrrole-3-carboxylic acid was examined for its inhibitory properties of BET bromodomains. 2-Methyl-1H-Pyrrole-3-carboxylic acid is also patented as a plant-growth regulator.
[Synthesis]

2-METHYL-1H-PYRROLE-3-CARBOXYLIC ACID ETHYL ESTER

936-12-9

2-METHYL-1H-PYRROLE-3-CARBOXYLIC ACID

37102-48-0

Example 149a Synthesis of 2-methyl-1H-pyrrole-3-carboxylic acid: an aqueous solution (20 mL) of lithium hydroxide (1.563 g, 65.3 mmol) was added to a solution of dioxane (20 mL) containing ethyl 2-methyl-1H-pyrrole-3-carboxylate (2.0 g, 13.06 mmol). The reaction mixture was heated under reflux conditions for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently extracted by partitioning with ethyl acetate and 1 M hydrochloric acid. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target compound 2-methyl-1H-pyrrole-3-carboxylic acid (1.513 g, 93% yield).

[References]

[1] Patent: US2014/275079, 2014, A1. Location in patent: Paragraph 0604
[2] Organic and Biomolecular Chemistry, 2015, vol. 13, # 29, p. 7911 - 7914
[3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 10, p. 2225 - 2233
[4] Chemische Berichte, 1911, vol. 44, p. 490
[5] Chemische Berichte, 1918, vol. 51, p. 569
Spectrum DetailBack Directory
[Spectrum Detail]

2-METHYL-1H-PYRROLE-3-CARBOXYLIC ACID(37102-48-0)1HNMR
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