tert-Butyl piperazine-1-carboxylate → 4-(4-Cyano-2,3-difluoro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

HRID 32753Notes

Reaction equation

[C:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[F:14][C:15]1[C:22]([F:23])=[C:21](F)[CH:20]=[CH:19][C:16]=1[C:17]#[N:18]>CC(N(C)C)=O>[C:4]([O:3][C:1]([N:8]1[CH2:9][CH2:10][N:11]([C:21]2[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[C:15]([F:14])[C:22]=2[F:23])[CH2:12][CH2:13]1)=[O:2])([CH3:7])([CH3:6])[CH3:5]

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of N-Boc-Piperazine (0.65 g) in DMA (20 mL) was slowly added a solution of 2,3,4-trifluorobenzonitrile (0.49 g) in DMA (10 mL). The reaction mixture was stirred for 2 hours at 80° C. After such time the solvent was removed in vacuo and purified by column chromatography (SiO2) to yield the title compound as white solid (0.76 g).

Workup

customAfter such time the solvent was removed in vacuo
custompurified by column chromatography (SiO2)

Sources & evidence

ORD record: ord-27ecb0a93eca444f9267b2415ec3f750
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07427612B2

Reaction notes

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