2,5-Difluoronitrobenzene → N-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethyl]-4-fluoro-2-nitroaniline

HRID 260931Notes

Reaction equation

HRID 260931 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[NH2:12][CH2:13][CH2:14][C:15]12[CH2:22][CH2:21][CH2:20][N:19]1[CH2:18][CH2:17][CH2:16]2>>[N:19]12[CH2:20][CH2:21][CH2:22][C:15]1([CH2:14][CH2:13][NH:12][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10])[CH2:16][CH2:17][CH2:18]2

Participants

3

Reactant 2

HCID 677672,5-DifluoronitrobenzeneHCID 107969772-(Hexahydro-1H-pyrrolizin-7a-yl)ethanamine

Product 1

HCID 10803648N-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethyl]-4-fluoro-2-nitroaniline

Procedure

The procedures described in Example 1 were repeated except that 2,5-difluoronitrobenzene (1.00 g, 6.29 mmol) and 5-(2-aminoethyl)-1-azabicyclo[3.3.0]octane (2.42 g, 15.7 mmol) were employed. In this case, the desired compound was obtained as a colorless liquid (2.00 g, quantitative).

Sources & evidence

ORD record
ord-56df4a4bfc254375bae5d7b63d7b98ce
Source dataset
uspto-grants-1996_06
Patent number
US05530138

Reaction notes

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