tert-Butyl piperazine-1-carboxylate → HCID 23149920, compound

HRID 1670747Notes

Reaction equation

HRID 1670747 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([C:21]([F:24])([F:23])[F:22])[CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.BrC1C=CC(F)=C(C(F)(F)F)C=1.C(OC(N1CCNCC1)=O)(C)(C)C.[ClH:50].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:50].[F:20][C:17]1[CH:18]=[CH:19][C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:15][C:16]=1[C:21]([F:23])([F:22])[F:24]

Participants

6

Reactant 4

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 27363255-Bromo-2-fluorobenzotrifluorideHCID 21866389Hydrogen chloride-ethyl acetateHCID 86613788HCID 86613788, compound

Product 1

HCID 23149920HCID 23149920, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

By a similar operation as in Starting Material Synthetic Example 16, 4-[4-fluoro-3-(trifluoromethyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester was synthesized from 5-bromo-2-fluorobenzotrifluoride (Aldrich Co., 1.5 g) and 1-(tert-butoxycarbonyl)piperazine (1.38 g). These were dissolved in ethyl acetate, 4N hydrochloric acid-ethyl acetate was added, and the mixture was stirred at room temperature for 6 hr. The precipitated solid was collected by filtration and dried to give 1-[4-fluoro-3-(trifluoromethyl)phenyl]piperazine hydrochloride (1.31 g, yield 75%).

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-1fdeca183588442783c126ab47726f5c
Source dataset
uspto-grants-2011_08
Patent number
US07994196B2

Reaction notes

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