4-Methoxyphenylhydrazine hydrochloride → N-[3-(1-{3-[5-Methoxy-2-(4-nitrophenyl)-1H-indol-3-YL]propyl}-4-piperidinyl)phenyl]-2-methylpropanamide

HRID 1832935Notes

Reaction equation

HRID 1832935 reaction equation
[CH3:1][CH:2]([CH3:33])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH2:20][CH2:21][C:22]([C:24]3[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][CH:25]=3)=O)[CH2:14][CH2:13]2)[CH:7]=1)=[O:4].Cl.[CH3:35][O:36][C:37]1[CH:42]=[CH:41][C:40]([NH:43]N)=[CH:39][CH:38]=1>>[CH3:35][O:36][C:37]1[CH:38]=[C:39]2[C:40](=[CH:41][CH:42]=1)[NH:43][C:22]([C:24]1[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][CH:25]=1)=[C:21]2[CH2:20][CH2:19][CH2:18][N:15]1[CH2:16][CH2:17][CH:12]([C:8]2[CH:7]=[C:6]([NH:5][C:3](=[O:4])[CH:2]([CH3:1])[CH3:33])[CH:11]=[CH:10][CH:9]=2)[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 27239044-Methoxyphenylhydrazine hydrochlorideHCID 220488632-Methyl-N-(3-{1-[5-(4-nitrophenyl)-5-oxopentyl]-4-piperidinyl}phenyl)propanamide

Product 1

HCID 22049492N-[3-(1-{3-[5-Methoxy-2-(4-nitrophenyl)-1H-indol-3-YL]propyl}-4-piperidinyl)phenyl]-2-methylpropanamide

Procedure

Prepared by Procedure E and Scheme M using 2-methyl-N-(3-{1-[5-(4-nitrophenyl)-5-oxopentyl]-4-piperidinyl}phenyl)propanamide and 4-methoxyphenylhydrazine hydrochloride: ESMS m/e: 555.6 (M+H)+.

Workup

  1. customPrepared by Procedure E and Scheme M

Sources & evidence

ORD record
ord-6db430ca1122450fa395d85d7dfe7b51
Source dataset
uspto-grants-2006_06
Patent number
US07067534B1

Reaction notes

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