Water → trans-4-(2,5-Dimethylpiperazin-1-yl)-2-trifluoromethylbenzonitrile

HRID 1838229Notes

Reaction equation

F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1.[CH3:14][C@H:15]1[CH2:20][NH:19][C@H:18]([CH3:21])[CH2:17][NH:16]1.O>CN(C=O)C>[CH3:14][C@H:15]1[CH2:20][NH:19][C@H:18]([CH3:21])[CH2:17][N:16]1[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A 1 g portion of 4-fluoro-2-trifluoromethylbenzonitrile and 2.4 g of trans-2,5-dimethylpiperazine were dissolved in 30 ml of DMF and heated at 80° C. for a whole day and night. The reaction solution was mixed with water, extracted with ethyl acetate and dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by a silica gel column chromatography, and 1.3 g of the title compound was obtained from chloroform-methanol (10:1, v/v) eluate.

Workup

extractionextracted with ethyl acetate
dry with materialdried over anhydrous sodium sulfate
customthe solvent was evaporated under reduced pressure
customThe residue was purified by a silica gel column chromatography

Sources & evidence

ORD record: ord-25eb50df65424299861b84701eec6286
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06673799B1

Reaction notes

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