2-(4-nitrophenyl)piperazine → HCID 53739390, compound

HRID 344911Notes

Reaction equation

HRID 344911 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:23])[C:8]2[CH:9]=[C:10]3[CH:20]=[C:19]([F:21])[C:18](F)=[CH:17][C:11]3=[N:12][C:13]=2[N:14]([CH3:16])[CH:15]=1)=[O:5])[CH3:2].[N+:24]([C:27]1[CH:32]=[CH:31][C:30]([CH:33]2[CH2:38][NH:37][CH2:36][CH2:35][NH:34]2)=[CH:29][CH:28]=1)([O-:26])=[O:25]>>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:23])[C:8]2[CH:9]=[C:10]3[CH:20]=[C:19]([F:21])[C:18]([N:37]4[CH2:36][CH2:35][NH:34][CH:33]([C:30]5[CH:29]=[CH:28][C:27]([N+:24]([O-:26])=[O:25])=[CH:32][CH:31]=5)[CH2:38]4)=[CH:17][C:11]3=[N:12][C:13]=2[N:14]([CH3:16])[CH:15]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 46839522-(4-nitrophenyl)piperazineHCID 98399873-Ethoxycarbonyl-7,8-difluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine

Product 1

HCID 53739390HCID 53739390, compound

Procedure

(RS)-3-Ethoxycarbonyl-7-fluoro-1-methyl-8-[3-(4-nitrophenyl)-1-piperazinyl]-4-oxo-1,4 -dihydrobenzo[b][1,8]naphthyridine was prepared under the conditions of Example 39, but starting with 3-ethoxycarbonyl-7,8-difluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine (0.636 g) and (RS)-2-(4-nitrophenyl)piperazine (0.5 g). After recrystallization in dimethylformamide (10 cc), the expected product (0.7 g) is obtained in the form of a yellow solid, decomposing at approximately 300° C.

Workup

  1. customAfter recrystallization in dimethylformamide (10 cc)

Sources & evidence

ORD record
ord-0e6e3579112744ae828f99c98124ce23
Source dataset
uspto-grants-1991_10
Patent number
US05053509

Reaction notes

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