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

HRID 902738Notes

Reaction equation

HRID 902738 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][CH:12]=[CH:11][C:10]=1[O:15][CH3:16])[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:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[CH:7]([CH3:8])[CH2:6][N:5]([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)[CH2:4][C:3]1[CH:17]=[CH:18][CH:19]=[C:20]([C:21]([F:22])([F:23])[F:24])[C:2]=1[Cl:1]

Participants

3

Reactant 2

HCID 69253617N-(2-[2-Chlorophenyl]-propyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carbomethoxymethylenephenoxy)propylamineHCID 69253869N-(2-Chloro-3-trifluoromethylbenzyl)-2-(2-methoxyphenyl)propylamine

Product 1

HCID 69251306N-(2-[2-Methoxyphenyl]-propyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carbomethoxymethylenephenoxy)propylamineYield 90%

Procedure

The titled compound was prepared from N-(2-Chloro-3-trifluoromethylbenzyl)-2-(2-methoxyphenyl)propylamine in 90% 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-145bf24e28bc4ab1889f745daf4cb9ed
Source dataset
uspto-grants-2008_04
Patent number
US07365085B2

Reaction notes

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