4-(Trifluoromethyl)benzylamine → N-[4-(3-octyl-1,2,4-oxadiazol-5-yl)benzyl]-N-[4-(trifluoromethyl)-benzyl]amine

HRID 735918Notes

Reaction equation

HRID 735918 reaction equation
[CH2:1]([C:9]1[N:13]=[C:12]([C:14]2[CH:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][CH:15]=2)[O:11][N:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[F:22][C:23]([F:33])([F:32])[C:24]1[CH:31]=[CH:30][C:27]([CH2:28][NH2:29])=[CH:26][CH:25]=1>>[CH2:1]([C:9]1[N:13]=[C:12]([C:14]2[CH:21]=[CH:20][C:17]([CH2:18][NH:29][CH2:28][C:27]3[CH:26]=[CH:25][C:24]([C:23]([F:22])([F:32])[F:33])=[CH:31][CH:30]=3)=[CH:16][CH:15]=2)[O:11][N:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 768044-(Trifluoromethyl)benzylamineHCID 865985324-(3-Octyl-1,2,4-oxadiazol-5-yl)benzaldehyde

Product 1

HCID 67187477N-[4-(3-octyl-1,2,4-oxadiazol-5-yl)benzyl]-N-[4-(trifluoromethyl)-benzyl]amineYield 49%

Procedure

The same procedure as employed in the preparation of Example 223 (step b) but using 4-(3-octyl-1,2,4-oxadiazol-5-yl)benzaldehyde and 4-(trifluoromethyl)benzylamine gave the title compound as a colorless oil (49%). M+(LC/MS(ESI)): 446.4.

Workup

  1. customThe same procedure as employed in the preparation of Example 223 (step b)

Sources & evidence

ORD record
ord-22c891e7fc5044c8a8cd164b953ac281
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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