o-Tolylhydrazinium(1+) chloride → 2-Methyl-N-[3-(1-{3-[7-methyl-2-(4-nitrophenyl)-1H-indol-3-YL]propyl)-4-piperidinyl)phenyl]propanamide

HRID 1832940Notes

Reaction equation

HRID 1832940 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][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[NH:42]N>>[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][C:21]3[C:38]4[C:37](=[C:36]([CH3:35])[CH:41]=[CH:40][CH:39]=4)[NH:42][C:22]=3[C:24]3[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][CH:25]=3)[CH2:14][CH2:13]2)[CH:7]=1)=[O:4]

Participants

3

Reactant 2

HCID 71554o-Tolylhydrazinium(1+) chlorideHCID 220488632-Methyl-N-(3-{1-[5-(4-nitrophenyl)-5-oxopentyl]-4-piperidinyl}phenyl)propanamide

Product 1

HCID 220487192-Methyl-N-[3-(1-{3-[7-methyl-2-(4-nitrophenyl)-1H-indol-3-YL]propyl)-4-piperidinyl)phenyl]propanamide

Procedure

Prepared by Procedure E and Scheme M using 2-methyl-N-(3-{1-[5-(4-nitrophenyl)-5-oxopentyl]-4-piperidinyl}phenyl)propanamide and 1-(2-methylphenyl)hydrazine hydrochloride: ESMS m/e: 538.8 (M+H)+.

Workup

  1. customPrepared by Procedure E and Scheme M

Sources & evidence

ORD record
ord-878cd39aa4e2484ba07567850f3d8173
Source dataset
uspto-grants-2006_06
Patent number
US07067534B1

Reaction notes

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