Benzene, 1-iodo-4-(trifluoromethyl)- → 2-(1H-indol-6-yl)-N-[3-(4-trifluoromethyl-phenyl)-prop-2-ynyl]-acetamide

HRID 751223Notes

Reaction equation

HRID 751223 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:10][C:11]([NH:13][CH2:14][C:15]#[CH:16])=[O:12])[CH:8]=2)[CH:3]=[CH:2]1.I[C:18]1[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=1>>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:10][C:11]([NH:13][CH2:14][C:15]#[C:16][C:18]3[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=3)=[O:12])[CH:8]=2)[CH:3]=[CH:2]1

Participants

3

Reactant 2

HCID 67993Benzene, 1-iodo-4-(trifluoromethyl)-HCID 860955052-(1H-Indol-6-yl)-N-prop-2-ynyl-acetamide

Product 1

HCID 688232462-(1H-indol-6-yl)-N-[3-(4-trifluoromethyl-phenyl)-prop-2-ynyl]-acetamide

Procedure

In analogy to the procedure described for example 8 a], 2-(1H-indol-6-yl)-N-prop-2-ynyl-acetamide (example 13 a]) was reacted with 4-iodobenzotrifluoride in the presence of PdCl2(Ph3P)2 and cuprous iodide to give the title compound as colorless crystals.

Sources & evidence

ORD record
ord-c477c934415d4323a955949b1619199d
Source dataset
uspto-grants-2008_07
Patent number
US07405236B2

Reaction notes

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