N-(2-[2-Chlorophenyl]-propyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carbomethoxymethylenephenoxy)propylamine → N-(2-[4-Chlorophenyl]-propyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carbomethoxymethylenephenoxy)propylamine

HRID 902733Notes

Reaction equation

HRID 902733 reaction equation
[Cl:1][C:2]1[C:19]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][NH:5][CH2:6][CH:7]([C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1)[CH3:8].ClC1C=CC=CC=1C(C)CN([CH2:46][CH2:47][CH2:48][O:49][C:50]1[CH2:51][C:52](=[CH:56][C:57]([O:59][CH3:60])=[O:58])[CH:53]=[CH:54][CH:55]=1)CC1C=CC=C(C(F)(F)F)C=1Cl>>[Cl:15][C:12]1[CH:11]=[CH:10][C:9]([CH:7]([CH3:8])[CH2:6][N:5]([CH2:46][CH2:47][CH2:48][O:49][C:50]2[CH2:51][C:52](=[CH:56][C:57]([O:59][CH3:60])=[O:58])[CH:53]=[CH:54][CH:55]=2)[CH2:4][C:3]2[CH:16]=[CH:17][CH:18]=[C:19]([C:20]([F:23])([F:21])[F:22])[C:2]=2[Cl:1])=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 69253617N-(2-[2-Chlorophenyl]-propyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carbomethoxymethylenephenoxy)propylamineHCID 69253913N-(2-Chloro-3-trifluoromethylbenzyl)-2-(4-chlorophenyl)propylamine

Product 1

HCID 69253135N-(2-[4-Chlorophenyl]-propyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carbomethoxymethylenephenoxy)propylamineYield 33%

Procedure

The titled compound was prepared from N-(2-Chloro-3-trifluoromethylbenzyl)-2-(4-chlorophenyl)propylamine in 33% yield in the same manner as the preparation of N-(2-[2-Chlorophenyl]-propyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carbomethoxymethylenephenoxy)propylamine in Example 184f. MS (ESI) 568 (MH+).

Sources & evidence

ORD record
ord-0a332d9daf964f48b8b9877d8067e531
Source dataset
uspto-grants-2008_04
Patent number
US07365085B2

Reaction notes

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