Ethyl Acetate → 4-Chloro-2-((2-(trifluoromethyl)phenyl)ethynyl)aniline

HRID 1497200Notes

Reaction equation

HRID 1497200 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4](I)[CH:3]=1.[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]([F:21])([F:20])[F:19])#[CH:11].C(OCC)(=O)C>CCCCCCC>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([C:11]#[C:10][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]([F:19])([F:20])[F:21])[CH:3]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 27576154-Chloro-2-iodoanilineHCID 41008561-Ethynyl-2-(trifluoromethyl)benzene

Product 1

HCID 866830234-Chloro-2-((2-(trifluoromethyl)phenyl)ethynyl)aniline

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

The title compound was prepared in analogy to example 10 step A from 4-chloro-2-iodoaniline (500 mg, 1.97 mmol) and 1-ethynyl-2-(trifluoromethyl)benzene (330 μl, 2.37 mmol). Off white solid. Rf 0.3 (1:9 Ethyl acetate:heptane) as an intense blue spot under UV light.

Sources & evidence

ORD record
ord-bd9d89dda50f420ea6dbd71c2b1da6a2
Source dataset
uspto-grants-2015_12
Patent number
US09199938B2

Reaction notes

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