Methylamine → N-methyl-1H-indole-2-carboxamide

HRID 225874Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 225874
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([O:12]CC)=O.[CH3:15][NH2:16]>>[CH3:15][NH:16][C:10]([C:2]1[NH:1][C:9]2[C:4]([CH:3]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2)=[O:12]

Komponenten

3

Edukt 2

HCID 6329MethylamineHCID 73125Ethyl indole-2-carboxylate

Produkt 1

HCID 12461785N-methyl-1H-indole-2-carboxamide

Versuchsvorschrift

A suspension of ethyl indole-2-carboxylate (25.30 g, 133.7 mmole) in 40% aqueous CH3NH2 (400 mL) was stirred at RT. The flask was tightly stoppered to keep the material inside the flask. As the reaction proceeded the product began to precipitate. The reaction was stirred at RT for 3 days, then was concentrated to remove approximately 200 mL of the solvent. The remaining residue was diluted with H2O (500 mL), and the solid was collected by suction filtration and washed with H2O. Drying under high vacuum left the title compound (21.50 g, 92%) as a light yellow solid: MS (ES) m/e 175 (M+H)+.

Aufarbeitung

  1. customto precipitate
  2. stirringThe reaction was stirred at RT for 3 days
  3. concentrationwas concentrated
  4. customto remove approximately 200 mL of the solvent
  5. additionThe remaining residue was diluted with H2O (500 mL)
  6. filtrationthe solid was collected by suction filtration
  7. washwashed with H2O
  8. customDrying under high vacuum
  9. waitleft the title compound (21.50 g, 92%) as a light yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-a3dad9a06c5147259303288e2d02c0e3
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07557125B2

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