1-Phenylpropan-1-amine → 1-(2-Bromobenzyl)-N-(1-phenylpropyl)-1H-indole-5-carboxamide

HRID 1851896Notes

Reaction equation

HRID 1851896 reaction equation
[C:1]1([CH:7]([NH2:10])[CH2:8][CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:11][C:12]1[CH:32]=[CH:31][CH:30]=[CH:29][C:13]=1[CH2:14][N:15]1[C:23]2[C:18](=[CH:19][C:20]([C:24](O)=[O:25])=[CH:21][CH:22]=2)[C:17](C)=[C:16]1C>>[Br:11][C:12]1[CH:32]=[CH:31][CH:30]=[CH:29][C:13]=1[CH2:14][N:15]1[C:23]2[C:18](=[CH:19][C:20]([C:24]([NH:10][CH:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:8][CH3:9])=[O:25])=[CH:21][CH:22]=2)[CH:17]=[CH:16]1

Participants

3

Reactant 2

HCID 180541-Phenylpropan-1-amineHCID 710748061-(2-Bromobenzyl)-2,3-dimethyl-1H-indole-5-carboxylic acid

Product 1

HCID 710748041-(2-Bromobenzyl)-N-(1-phenylpropyl)-1H-indole-5-carboxamide

Procedure

The title compound was prepared following the same protocol as described in Step 4, Example 38, using 1-phenylpropan-1-amine instead of the (S)-1-(4-nitrophenyl)ethanamine hydrochloride, and 1-(2-Bromobenzyl)-2,3-dimethyl-1H-indole-5-carboxylic acid instead of the 1-(4-bromobenzyl)-1H-indole-5-carboxylic acid. ESI-MS (m/z): 447/449 [M+H]+.

Sources & evidence

ORD record
ord-43aa4a5a582940658c7f6ca951d02628
Source dataset
uspto-grants-2015_02
Patent number
US08957093B2

Reaction notes

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