Ethanolamine → N-(2-hydroxyethyl)-2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide

HRID 661492Notes

Reaction equation

HRID 661492 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:5](=[O:14])[CH2:6][CH2:7][CH2:8][C:9]=2[C:10]=1[C:11]([OH:13])=O.[NH2:15][CH2:16][CH2:17][OH:18]>>[OH:18][CH2:17][CH2:16][NH:15][C:11]([C:10]1[C:9]2[CH2:8][CH2:7][CH2:6][C:5](=[O:14])[C:4]=2[NH:3][C:2]=1[CH3:1])=[O:13]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 59376005HCID 59376005, compound

Product 1

HCID 59376034N-(2-hydroxyethyl)-2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamideYield 85%

Procedure

Similar procedure as Example 2, 2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid (S4) 0.2 g (1.0 mmol) and 2-aminoethanol 0.13 g (2.1 mmol) was reacted. The reaction solution was concentrated and purified by a silica gel column, eluted with CH2Cl2/MeOH (10:1), to give 0.20 g (85%) of the titled compound as a white solid.

Workup

  1. concentrationThe reaction solution was concentrated
  2. custompurified by a silica gel column
  3. washeluted with CH2Cl2/MeOH (10:1)

Sources & evidence

ORD record
ord-11aa027a094848cfb6e408ba8c6b4fa9
Source dataset
uspto-grants-2011_12
Patent number
US08084621B2

Reaction notes

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