1,2,4-Trifluoro-5-nitrobenzene → 8,9-Difluoro-2,3,4,4a-tetrahydro-1H,6H-pyrazino[1,2-a]quinoxalin-5-one

HRID 1016384Notes

Reaction equation

HRID 1016384 reaction equation
C([N:11]1[CH2:16][CH2:15][NH:14][CH:13]([C:17]([OH:19])=O)[CH2:12]1)(OCC1C=CC=CC=1)=O.[F:20][C:21]1[CH:26]=[C:25]([N+:27]([O-])=O)[C:24](F)=[CH:23][C:22]=1[F:31]>>[F:20][C:21]1[CH:26]=[C:25]2[C:24](=[CH:23][C:22]=1[F:31])[N:14]1[CH2:15][CH2:16][NH:11][CH2:12][CH:13]1[C:17](=[O:19])[NH:27]2

Participants

3

Reactant 2

HCID 750121,2,4-Trifluoro-5-nitrobenzeneHCID 50583624-((Benzyloxy)carbonyl)piperazine-2-carboxylic acid

Product 1

HCID 98820458,9-Difluoro-2,3,4,4a-tetrahydro-1H,6H-pyrazino[1,2-a]quinoxalin-5-oneYield 16.7%

Procedure

By the same procedure described for example 2 method 2B, from 1.5 g of racemic 4-carbobenzyloxypiperazine-2-carboxylic acid and 1,2,4-trifluoro-5-nitro-benzene, there was obtained 0.4 g (16.7%) of title compound as an orange-red residue.

Sources & evidence

ORD record
ord-fafdfee43b8e4de8b278819add84a13f
Source dataset
uspto-grants-2002_11
Patent number
US06476032B2

Reaction notes

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