4-Fluoro-3-nitrobenzotrifluoride → Tert-butyl 4-(2-nitro-4-(trifluoromethyl)phenyl)piperazine-1-carboxylate

HRID 69855

Reaction equation

HRID 69855 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[C:15]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16]>>[N+:12]([C:3]1[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=1[N:25]1[CH2:24][CH2:23][N:22]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:27][CH2:26]1)([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 677784-Fluoro-3-nitrobenzotrifluorideHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 53426214Tert-butyl 4-(2-nitro-4-(trifluoromethyl)phenyl)piperazine-1-carboxylateYield 99%

Procedure

Method 1 was followed using 1-fluoro-2-nitro-4-(trifluoromethyl)benzene (1.0 eq), 1-Boc-piperazine (1.2 eq), and TEA (2.0 eq) at 55° C. for 1 hour yielding tert-butyl 4-(2-nitro-4-(trifluoro-methyl)phenyl)piperazine-1-carboxylate (99%). LCMS (m/z): 376.1 (MH+); LC Rt=3.58 min.

Workup

  1. customat 55° C.
  2. customfor 1 hour

Sources & evidence

ORD record
ord-dc7f86ab6e084595af607ed7b124cc89
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Linked notes

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