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1204-32-6

1204-32-6 Structure

1204-32-6 Structure
IdentificationBack Directory
[Name]

AKOS B006681
[CAS]

1204-32-6
[Synonyms]

AKOS B006681
RARECHEM AL BF 0557
ART-CHEM-BB B006681
Methyl 1-Methylindole-6-carboxylate
6-(Methoxycarbonyl)-1-methyl-1H-indole
Methyl 1-Methyl-1H-indole-6-carboxylate
N-Methylindole-3-carboxylicacidmethylester
1-Methyl-1H-indole-6-carboxylic acid Methyl ester
1H-Indole-6-carboxylic acid, 1-methyl-, methyl ester
[Molecular Formula]

C11H11NO2
[MDL Number]

MFCD06245515
[MOL File]

1204-32-6.mol
[Molecular Weight]

189.21
Chemical PropertiesBack Directory
[Melting point ]

90~93℃
[Boiling point ]

320.2±15.0 °C(Predicted)
[density ]

1.14±0.1 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[form ]

Solid
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

AKOS B006681(1204-32-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methyl indole-6-carboxylate

50820-65-0

Iodomethane

74-88-4

AKOS B006681

1204-32-6

Sodium hydride (0.35 g, 8.75 mmol) was slowly added to a stirring solution of methyl 1H-indole-6-carboxylate (0.76 g, 4.34 mmol) in N,N-dimethylformamide (DMF, 10 mL) at room temperature. The resulting suspension was stirred continuously at room temperature for 30 min, followed by dropwise addition of iodomethane (0.54 mL, 8.67 mmol). The reaction mixture was continued to be stirred at room temperature for 20 hours. Upon completion of the reaction, water (20 mL) and ethyl acetate (20 mL) were added to quench the reaction. The aqueous phase was extracted with ethyl acetate (3 x 30 mL), and all organic phases were combined and dried over a phase separation column. Subsequently, the solvent was evaporated under reduced pressure to afford methyl 1-methyl-6-indolecarboxylate as an off-white solid (0.85 g, 100% yield). The product (MH+ = 190) was confirmed by LC-MS (acidic conditions). The purity of the obtained product met the requirements for subsequent use without further purification.

[References]

[1] Patent: WO2009/71577, 2009, A1. Location in patent: Page/Page column 43
[2] Patent: WO2010/84185, 2010, A1. Location in patent: Page/Page column 23
[3] Journal of the American Chemical Society, 2005, vol. 127, # 22, p. 8050 - 8057
[4] Chemical and Pharmaceutical Bulletin, 1999, vol. 47, # 11, p. 1538 - 1548
[5] Heterocycles, 2006, vol. 67, # 2, p. 643 - 653
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