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

HRID 902742Notes

Reaction equation

HRID 902742 reaction equation
[Cl:1][C:2]1[C:20]([C:21]([F:24])([F:23])[F:22])=[CH:19][CH:18]=[CH:17][C:3]=1[CH2:4][NH:5][CH2:6][CH:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)[CH3:8].ClC1C=CC=CC=1C(C)CN([CH2:47][CH2:48][CH2:49][O:50][C:51]1[CH2:52][C:53](=[CH:57][C:58]([O:60][CH3:61])=[O:59])[CH:54]=[CH:55][CH:56]=1)CC1C=CC=C(C(F)(F)F)C=1Cl>>[CH3:16][O:15][C:12]1[CH:11]=[CH:10][C:9]([CH:7]([CH3:8])[CH2:6][N:5]([CH2:47][CH2:48][CH2:49][O:50][C:51]2[CH2:52][C:53](=[CH:57][C:58]([O:60][CH3:61])=[O:59])[CH:54]=[CH:55][CH:56]=2)[CH2:4][C:3]2[CH:17]=[CH:18][CH:19]=[C:20]([C:21]([F:22])([F:23])[F:24])[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 69254854N-(2-Chloro-3-trifluoromethylbenzyl)-2-(4-methoxyphenyl)propylamine

Product 1

HCID 69252286N-(2-[4-Methoxyphenyl]-propyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carbomethoxymethylenephenoxy)propylamineYield 26%

Procedure

The titled compound was prepared from N-(2-Chloro-3-trifluoromethylbenzyl)-2-(4-methoxyphenyl)propylamine in 26% 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) 564 (MH+)

Sources & evidence

ORD record
ord-1c4e6d85194349e3990e917fe98310bf
Source dataset
uspto-grants-2008_04
Patent number
US07365085B2

Reaction notes

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