1-Methylpiperazine → HCID 20063272, compound

HRID 1084408Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:25])[C:8]2[CH:9]=[C:10]3[CH:21]=[C:20]([F:22])[C:19](F)=[C:18]([F:24])[C:11]3=[N:12][C:13]=2[N:14]([CH2:16][CH3:17])[CH:15]=1)=[O:5])[CH3:2].[CH3:26][N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1>>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:25])[C:8]2[CH:9]=[C:10]3[CH:21]=[C:20]([F:22])[C:19]([N:30]4[CH2:31][CH2:32][N:27]([CH3:26])[CH2:28][CH2:29]4)=[C:18]([F:24])[C:11]3=[N:12][C:13]=2[N:14]([CH2:16][CH3:17])[CH:15]=1)=[O:5])[CH3:2]

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 20063305HCID 20063305, compound

Product 1

HCID 20063272HCID 20063272, compoundYield 63.9%

Procedure

The 3-ethoxycarbonyl-1-ethyl-7,9-difluoro-8-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine was prepared under the conditions of Example 3 but starting from 1.4 g of 3-ethoxycarbonyl-1-ethyl-7,8,9-trifluoro-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine and 4 g of 1-methylpiperazine. 1.1 g of 3-ethoxycarbonyl-1-ethyl-7,9-difluoro-8-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine are obtained in the form of a yellow solid melting at 206° C.

Workup

customThe 3-ethoxycarbonyl-1-ethyl-7,9-difluoro-8-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine was prepared under the conditions of Example 3

Sources & evidence

ORD record: ord-c0e40a6eb8724411ab07b2a4e2d4a271
Source dataset: uspto-grants-1991_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05004745

Reaction notes

Loading…