2,4-Difluoronitrobenzene → Tert-butyl 1-(5-fluoro-2-nitrophenyl)-piperidin-4-ylcarbamate

HRID 69839

Reaction equation

HRID 69839 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](F)[CH:3]=1.[C:12]([NH:19][CH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([N:23]2[CH2:22][CH2:21][CH:20]([NH:19][C:12](=[O:13])[O:14][C:15]([CH3:17])([CH3:16])[CH3:18])[CH2:25][CH2:24]2)[CH:3]=1

Participants

3

Reactant 2

HCID 679672,4-DifluoronitrobenzeneHCID 7238334-(N-Boc-amino)piperidine

Product 1

HCID 69044868Tert-butyl 1-(5-fluoro-2-nitrophenyl)-piperidin-4-ylcarbamateYield 93%

Procedure

Method 1 was followed using 1 eq each of 1,3-difluoro-4-nitrobenzene, 4-(N-Boc-amino) piperidine, and TEA yielding tert-butyl 1-(5-fluoro-2-nitrophenyl)-piperidin-4-ylcarbamate (93%). LCMS (m/z): 340.1 (MH+); LC Rt=3.24 min.

Sources & evidence

ORD record
ord-b0546e3539b24065b65fdd9cab43f212
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Linked notes

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