N,N-Dimethyl-1,3-propanediamine → N-(3-(dimethylamino)propyl)-2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide

HRID 661494Notes

Reaction equation

HRID 661494 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.[CH3:15][N:16]([CH3:21])[CH2:17][CH2:18][CH2:19][NH2:20]>>[CH3:15][N:16]([CH3:21])[CH2:17][CH2:18][CH2:19][NH:20][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 7993N,N-Dimethyl-1,3-propanediamineHCID 59376005HCID 59376005, compound

Product 1

HCID 59376019N-(3-(dimethylamino)propyl)-2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamideYield 83%

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 N1,N1-dimethylpropane-1,3-diamine 0.21 g (2.1 mmol) was reacted to give 0.23 g (83%) of the titled compound as a white solid.

Sources & evidence

ORD record
ord-9e4eca9b34084fc08b1f9989a7f97759
Source dataset
uspto-grants-2011_12
Patent number
US08084621B2

Reaction notes

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