4-Chloro-1-fluoro-2-nitrobenzene → Tert-butyl 1-(4-chloro-2-nitrophenyl)piperidin-4-ylcarbamate

HRID 69849

Reaction equation

HRID 69849 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.[CH3:12][C:13]([O:16][C:17]([NH:19][CH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)=[O:18])([CH3:15])[CH3:14]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:23]2[CH2:22][CH2:21][CH:20]([NH:19][C:17](=[O:18])[O:16][C:13]([CH3:14])([CH3:12])[CH3:15])[CH2:25][CH2:24]2)=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1

Participants

3

Reactant 2

HCID 676604-Chloro-1-fluoro-2-nitrobenzeneHCID 7238334-(N-Boc-amino)piperidine

Product 1

HCID 60507369Tert-butyl 1-(4-chloro-2-nitrophenyl)piperidin-4-ylcarbamateYield 95%

Procedure

Method 1 was followed using 1 eq each of 4-chloro-1-fluoro-2-nitrobenzene, 4-N-Boc-aminopiperidine, and TEA yielding tert-butyl 1-(4-chloro-2-nitrophenyl)piperidin-4-ylcarbamate (95%). LCMS (m/z): 356.1 (MH+); LC Rt=3.43 min.

Sources & evidence

ORD record
ord-1b4d6d66c9664121b987a3580cc061ac
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Linked notes

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