METHYL 1-METHYLPYRROLE-2-CARBOXYLATE Chemical Properties

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

Flash point:

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 Information

HazardClass 

IRRITANT

HS Code 

2933998090

MSDS

• Language:English Provider:ALFA

METHYL 1-METHYLPYRROLE-2-CARBOXYLATE Usage And Synthesis

Uses

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

Synthesis

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

METHYL 1-METHYLPYRROLE-2-CARBOXYLATE(37619-24-2)Related Product Information

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• ETHYL 1-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-3-(1H-PYRROL-1-YL)-1H-INDOLE-2-CARBOXYLATE
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• ETHYL 1-(2-CHLOROBENZYL)-3-(1H-PYRROL-1-YL)-1H-INDOLE-2-CARBOXYLATE
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