Methylamine → N,1-dimethylindole-2-carboxamide

HRID 1601072Notes

Reaction equation

HRID 1601072 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[C:11]([O:13]CC)=O.[CH3:16][NH2:17]>>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[C:11]([NH:17][CH3:16])=[O:13]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 143368ethyl 1-methyl-1H-indole-2-carboxylate

Product 1

HCID 12303315N,1-dimethylindole-2-carboxamide

Conditions

Temperature
80 °C

Procedure

A mixture of ethyl 1-methylindole-2-carboxylate (4.06 g, 20 mmol) and methylamine (50 mL) was heated at 80° C. in a sealed glass vessel overnight. The reaction was cooled and the title compound (2.4 g, 64%) was collected by filtration as a colorless solid. MS (ES) m/e 189.0 (M+H)+.

Workup

  1. temperatureThe reaction was cooled
  2. filtrationthe title compound (2.4 g, 64%) was collected by filtration as a colorless solid

Sources & evidence

ORD record
ord-7f668896825c467f9ea44a3a0d7776ab
Source dataset
uspto-grants-1999_11
Patent number
US05977101

Reaction notes

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