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

HRID 2251173Notes

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-4793609507b142b69187e9ab310ac2c8
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07319099B2

Reaction notes

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