(R)-1-[4-(Trifluoromethyl)phenyl]ethylamine → N-{(1R)-1-[4-(trifluoromethyl)phenyl]ethyl}-N-[4-(3-undecyl-1,2,4-oxadiazol-5-yl)benzyl]amine

HRID 735903Notes

Reaction equation

HRID 735903 reaction equation
[CH2:1]([C:12]1[N:16]=[C:15]([C:17]2[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=2)[O:14][N:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[F:25][C:26]([F:37])([F:36])[C:27]1[CH:32]=[CH:31][C:30]([C@H:33]([NH2:35])[CH3:34])=[CH:29][CH:28]=1>>[F:25][C:26]([F:36])([F:37])[C:27]1[CH:28]=[CH:29][C:30]([C@H:33]([NH:35][CH2:21][C:20]2[CH:23]=[CH:24][C:17]([C:15]3[O:14][N:13]=[C:12]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[N:16]=3)=[CH:18][CH:19]=2)[CH3:34])=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 821259(R)-1-[4-(Trifluoromethyl)phenyl]ethylamineHCID 865985314-(3-Undecyl-1,2,4-oxadiazol-5-yl)benzaldehyde

Product 1

HCID 67187997N-{(1R)-1-[4-(trifluoromethyl)phenyl]ethyl}-N-[4-(3-undecyl-1,2,4-oxadiazol-5-yl)benzyl]amineYield 71%

Procedure

The same procedure as employed in the preparation of Example 226 (step a) but using 4-(3-undecyl-1,2,4-oxadiazol-5-yl)benzaldehyde and (1R)-1-[4-(trifluoromethyl)phenyl]ethylamine gave the title compound as a colorless oil (71%). M+(LC/MS(ESI)): 502.4. HPLC (Condition A), Rt: 5.04 min (HPLC purity: 99.6%).

Workup

  1. customThe same procedure as employed in the preparation of Example 226 (step a) but

Sources & evidence

ORD record
ord-fff9dacc9abe4e9f9bd62e984d3430ab
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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