Hexahydro-1,4-diazepine → HCID 20063280, compound

HRID 1084410Notes

Reaction equation

HRID 1084410 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].[NH:26]1[CH2:32][CH2:31][CH2:30][NH:29][CH2:28][CH2:27]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:26]4[CH2:32][CH2:31][CH2:30][NH:29][CH2:28][CH2:27]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

3

Reactant 2

HCID 68163Hexahydro-1,4-diazepineHCID 20063305HCID 20063305, compound

Product 1

HCID 20063280HCID 20063280, compoundYield 46.1%

Procedure

The 7,9-difluoro-3-ethoxycarbonyl-1-ethyl-4-oxo-8-(perhydro-1,4-diazepin-1-yl)-1,4-dihydrobenzo[b][1,8]naphthyridine was prepared under the conditions of Example 5, but starting from 3 g of 3-ethoxycarbonyl-1-ethyl-7,8,9-trifluoro-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine and 2 g of hexahydro-1,4-diazepine. 1.7 g of 3-ethoxycarbonyl-1-ethyl-7,9-difluoro-4-oxo-8-(perhydro-1,4-diazepin-1-yl)-1,4-dihydro-benzo[b][1,8]naphthyridine are obtained in the form of a yellow solid melting at 190° C.

Workup

  1. customThe 7,9-difluoro-3-ethoxycarbonyl-1-ethyl-4-oxo-8-(perhydro-1,4-diazepin-1-yl)-1,4-dihydrobenzo[b][1,8]naphthyridine was prepared under the conditions of Example 5

Sources & evidence

ORD record
ord-8e0451cebc4b419a8c157b8a4e700b5e
Source dataset
uspto-grants-1991_04
Patent number
US05004745

Reaction notes

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