4-Chloro-1-fluoro-2-nitrobenzene → Tert-butyl 4-(4-chloro-2-nitrophenyl)piperazine-1-carboxylate

HRID 69848

Reaction equation

HRID 69848 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](F)=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[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]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([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)=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1

Participants

3

Reactant 2

HCID 676604-Chloro-1-fluoro-2-nitrobenzeneHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 69042278Tert-butyl 4-(4-chloro-2-nitrophenyl)piperazine-1-carboxylateYield 95%

Procedure

Method 1 was followed using 1 eq each of 4-chloro-1-fluoro-2-nitrobenzene, 1-Boc-piperazine, and TEA yielding tert-butyl 4-(4-chloro-2-nitrophenyl)piperazine-1-carboxylate (95%). LCMS (m/z): 342.0 (MH+); LC Rt=3.50 min.

Sources & evidence

ORD record
ord-493f2fb4bdf94f1195a23c1bda9ad657
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Linked notes

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