1-Amino-3-(pyrrolidin-1-yl)propan-2-ol → N-(2-hydroxy-3-(pyrrolidin-1-yl)propyl)-2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide

HRID 661504Notes

Reaction equation

HRID 661504 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][CH:17]([OH:24])[CH2:18][N:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1>>[OH:24][CH:17]([CH2:18][N:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1)[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 121749931-Amino-3-(pyrrolidin-1-yl)propan-2-olHCID 59376005HCID 59376005, compound

Product 1

HCID 59376045N-(2-hydroxy-3-(pyrrolidin-1-yl)propyl)-2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamideYield 82%

Procedure

Similar procedure as Example 13, 2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid (S4) 0.2 g (1.0 mmol) and 1-amino-3-(pyrrolidin-1-yl)propan-2-ol 0.30 g (2.1 mmol) was reacted to give 0.26 g (82%) of the titled compound as a white solid.

Sources & evidence

ORD record
ord-c4c01c70c91f4a9bb353f523c3e2d439
Source dataset
uspto-grants-2011_12
Patent number
US08084621B2

Reaction notes

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