Benzene, 2-fluoro-4-methyl-1-nitro- → Tert-butyl 4-(5-methyl-2-nitrophenyl)piperazine-1-carboxylate

HRID 69856

Reaction equation

HRID 69856 reaction equation
F[C:2]1[CH:3]=[C:4]([CH3:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[C:12]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13]>>[CH3:11][C:4]1[CH:5]=[CH:6][C:7]([N+:8]([O-:10])=[O:9])=[C:2]([N:22]2[CH2:21][CH2:20][N:19]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:24][CH2:23]2)[CH:3]=1

Participants

3

Reactant 2

HCID 67966Benzene, 2-fluoro-4-methyl-1-nitro-HCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 69046965Tert-butyl 4-(5-methyl-2-nitrophenyl)piperazine-1-carboxylateYield 97%

Procedure

Method 1 was followed using 3-fluoro-4-nitrotoluene (1.0 eq), 1-Boc-piperazine (1.2 eq), and TEA (2.0 eq) at 55° C. for 48 hours yielding tert-butyl 4-(5-methyl-2-nitrophenyl)piperazine-1-carboxylate (97%). LCMS (m/z): 322.1 (MH+); LC Rt=3.43 min.

Workup

  1. customat 55° C.
  2. customfor 48 hours

Sources & evidence

ORD record
ord-b571b3670865481a964f474ad63eb574
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Linked notes

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