Methyl iodide → 2-[(1,2,2,6,6-Pentamethylpiperidin-4-yl)amino]-4-(trifluoromethyl)benzonitrile

HRID 425970Notes

Reaction equation

C(=O)([O-])[O-].[K+].[K+].[CH3:7][C:8]1([CH3:17])[CH2:13][CH:12]([NH2:14])[CH2:11][C:10]([CH3:16])([CH3:15])[NH:9]1.F[C:19]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:20]=1[C:21]#[N:22].[CH3:31]I>CN(C=O)C>[CH3:31][N:9]1[C:10]([CH3:16])([CH3:15])[CH2:11][CH:12]([NH:14][C:19]2[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:20]=2[C:21]#[N:22])[CH2:13][C:8]1([CH3:17])[CH3:7]

Participants

Conditions

Temperature: 60 °C

Procedure

Potassium carbonate and 2,2,6,6-tetramethylpiperidine-4-amine were added to a DMF solution of 2-fluoro-4-(trifluoromethyl)benzonitrile. After stirring at 60° C. for 12 hours, methyl iodide and potassium carbonate were added thereto, followed by stirring at room temperature for 1 day. By post-treating the reaction liquid, 2-[(1,2,2,6,6-pentamethylpiperidin-4-yl)amino]-4-(trifluoromethyl)benzonitrile was obtained.

Workup

stirringby stirring at room temperature for 1 day
additionBy post-treating
customthe reaction liquid

Sources & evidence

ORD record: ord-a89b48ad1ae34fddbdd780522d7c2ed2
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106190B2

Reaction notes

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