N,N-Dimethylethylenediamine → 2-{6-Chloro-3-[4-(2-trifluoromethoxy-phenyl)-piperidine-1-carbonyl]-indol-1-yl}-N-(2-dimethylamino-ethyl)-acetamide

HRID 505130Notes

Reaction equation

HRID 505130 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:15]([N:17]3[CH2:22][CH2:21][CH:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[O:29][C:30]([F:33])([F:32])[F:31])[CH2:19][CH2:18]3)=[O:16])=[CH:7][N:8]2[CH2:11][C:12](O)=[O:13])=[CH:4][CH:3]=1.[CH3:34][N:35]([CH3:39])[CH2:36][CH2:37][NH2:38]>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:15]([N:17]3[CH2:18][CH2:19][CH:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[O:29][C:30]([F:32])([F:33])[F:31])[CH2:21][CH2:22]3)=[O:16])=[CH:7][N:8]2[CH2:11][C:12]([NH:38][CH2:37][CH2:36][N:35]([CH3:39])[CH3:34])=[O:13])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 66744454{6-Chloro-3-[4-(2-trifluoromethoxy-phenyl)-piperidine-1-carbonyl]-indol-1-yl}-acetic acid

Product 1

HCID 594296872-{6-Chloro-3-[4-(2-trifluoromethoxy-phenyl)-piperidine-1-carbonyl]-indol-1-yl}-N-(2-dimethylamino-ethyl)-acetamide

Procedure

Analogous to general procedure I, the coupling of {6-chloro-3-[4-(2-trifluoromethoxy-phenyl)-piperidine-1-carbonyl]-indol-1-yl}-acetic acid (prepared herein) with (commercially available) N1,N1-dimethyl-ethane-1,2-diamine gave the title compound.

Sources & evidence

ORD record
ord-296032b2911941b2b5d53de58b46a31d
Source dataset
uspto-grants-2010_08
Patent number
US07781436B2

Reaction notes

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