1-(4-Trifluoromethylphenyl)Ethylamine → N-(4-dec-1-ynylbenzyl)-N-{1-[4-(trifluoromethyl)phenyl]ethyl}amine

HRID 735911Notes

Reaction equation

HRID 735911 reaction equation
[C:1]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[F:19][C:20]([F:31])([F:30])[C:21]1[CH:26]=[CH:25][C:24]([CH:27]([NH2:29])[CH3:28])=[CH:23][CH:22]=1>>[C:1]([C:11]1[CH:18]=[CH:17][C:14]([CH2:15][NH:29][CH:27]([C:24]2[CH:23]=[CH:22][C:21]([C:20]([F:19])([F:30])[F:31])=[CH:26][CH:25]=2)[CH3:28])=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 27824491-(4-Trifluoromethylphenyl)EthylamineHCID 578413204-Dec-1-ynylbenzaldehyde

Product 1

HCID 67189397N-(4-dec-1-ynylbenzyl)-N-{1-[4-(trifluoromethyl)phenyl]ethyl}amineYield 54%

Procedure

The same procedure as employed in the preparation of Example 226 (step a) but using 4-dec-1-ynylbenzaldehyde and 1-[4-(trifluoromethyl)phenyl]ethanamine gave the title compound as a colorless oil (54%). M+(ESI): 416.2. HPLC (Condition A), Rt: 4.67 min (HPLC purity: 87.6%).

Workup

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

Sources & evidence

ORD record
ord-fa2732dfef96424da022085399d415a5
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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