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37619-24-2

37619-24-2 Structure

37619-24-2 Structure
IdentificationMore
[Name]

METHYL 1-METHYLPYRROLE-2-CARBOXYLATE
[CAS]

37619-24-2
[Synonyms]

1-METHYLPYRROLE-2-CARBOXYLIC ACID METHYL ESTER
METHYL 1-METHYL-1H-PYRROLE-2-CARBOXYLATE
METHYL 1-METHYLPYRROLE-2-CARBOXYLATE
RARECHEM AL BF 0084
Methyl-4-methylpyrrole-2-carboxylate
1-Methyl-1H-pyrrole-2-carboxylic acid methyl ester
[EINECS(EC#)]

-0
[Molecular Formula]

C7H9NO2
[MDL Number]

MFCD00052747
[Molecular Weight]

139.15
[MOL File]

37619-24-2.mol
Chemical PropertiesBack Directory
[Melting point ]

80 °C (sublm)(Press: 0.2 Torr)
[Boiling point ]

96-98°C 15mm
[density ]

1.07±0.1 g/cm3(Predicted)
[refractive index ]

1.5220
[Fp ]

96-98°C/15mm
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

-7.04±0.70(Predicted)
[Appearance]

Light yellow to brown Liquid
[Water Solubility ]

Slightly soluble in water.
[BRN ]

116477
[CAS DataBase Reference]

37619-24-2(CAS DataBase Reference)
Safety DataBack Directory
[HazardClass ]

IRRITANT
[HS Code ]

2933998090
Hazard InformationBack Directory
[Uses]

Methyl 1-methylpyrrole-2-carboxylate is used as chemical and organic Intermediates.
[Synthesis]

Methyl 2-pyrrolecarboxylate

1193-62-0

Iodomethane

74-88-4

METHYL 1-METHYLPYRROLE-2-CARBOXYLATE

37619-24-2

Methyl-1H-pyrrole-2-carboxylate (10 g, 79.9 mmol) was dissolved in anhydrous THF (200 mL) at 0 °C and NaH (3.52 g, 60% w/w, 87.9 mmol) was slowly added. The reaction mixture was stirred at 20 °C for 30 min before CH3I (13.62 g, 95.9 mmol) was added dropwise. The reaction was continued to be stirred at 20 °C for 17 hours. After completion of the reaction, the reaction was quenched by slowly pouring the mixture into aqueous NH4Cl (200 mL). The aqueous phase was extracted with EtOAc (200 mL x 2), the organic layers were combined and washed with brine (150 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: EtOAc/petroleum ether=1/20) to afford methyl 1-methyl-1H-pyrrole-2-carboxylate (9.88 g, 71 mmol, 89% yield) as a yellow oil. Mass spectrum (EI+, m/z): 140.1 [M+H]+.

[References]

[1] Organic Letters, 2015, vol. 17, # 11, p. 2652 - 2655
[2] Patent: WO2018/89493, 2018, A1. Location in patent: Paragraph 00214
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 11, p. 3219 - 3223
Spectrum DetailBack Directory
[Spectrum Detail]

METHYL 1-METHYLPYRROLE-2-CARBOXYLATE(37619-24-2)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Methyl 1-methylpyrrole-2-carboxylate, 99%(37619-24-2)
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