Piperazine → HCID 20063308, compound

HRID 1084411Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:27])[C:8]2[CH:9]=[C:10]3[CH:23]=[C:22]([F:24])[C:21](F)=[C:20]([F:26])[C:11]3=[N:12][C:13]=2[N:14]([C:16]([CH3:19])([CH3:18])[CH3:17])[CH:15]=1)=[O:5])[CH3:2].[NH:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1>>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:27])[C:8]2[CH:9]=[C:10]3[CH:23]=[C:22]([F:24])[C:21]([N:28]4[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]4)=[C:20]([F:26])[C:11]3=[N:12][C:13]=2[N:14]([C:16]([CH3:18])([CH3:17])[CH3:19])[CH:15]=1)=[O:5])[CH3:2]

Participants

Reactant 2

HCID 4837Piperazine

HCID 20063288HCID 20063288, compound

Product 1

HCID 20063308HCID 20063308, compound

Procedure

The 3-ethoxycarbonyl-7,9-difluoro-4-oxo-8-(1-piperazinyl)-1-tert.-butyl-1,4-dihydro-benzo[b][1,8]naphthyridine was prepared under the conditions of Example 35, but starting from 1.9 g of 3-ethoxycarbonyl-7,8,9-trifluoro-4-oxo-1-tert.-butyl-1,4-dihydro-benzo[b][1,8]naphthyridine and 4.3 g of piperazine. After recrystallizing once from 50 cm3 of diisopropyl ether and 10 cm3 of propan-2-ol, 2 g of 3-ethoxycarbonyl-7,9-difluoro-4-oxo-8-(1-piperazinyl)-1-tert.-butyl-1,4-dihydro-benzo[b][1,8]naphthyridine are obtained in the form of a yellow solid melting at 186° C.

Workup

customAfter recrystallizing once from 50 cm3 of diisopropyl ether and 10 cm3 of propan-2-ol, 2 g of 3-ethoxycarbonyl-7,9-difluoro-4-oxo-8-(1-piperazinyl)-1-tert.-butyl-1,4-dihydro-benzo[b][1,8]naphthyridine

Sources & evidence

ORD record: ord-56c5992059264dfdb23c7e5b9d032b5f
Source dataset: uspto-grants-1991_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05004745

Reaction notes

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