9-Methyl-3,9-diazabicyclo[4.2.1]nonane → 1-Vinyl-6-fluoro-7-(9-methyl-3,9-diazabicyclo[4.2.1]non-3-yl)-1,4-dihydro-4-oxo-3-quinoline carboxylic acid

HRID 867503Notes

Reaction equation

HRID 867503 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1F)[N:8]([CH:13]=[CH2:14])[CH:7]=[C:6]([C:15]([OH:17])=[O:16])[C:5]2=[O:18].[CH3:19][N:20]1[CH:26]2[CH2:27][CH2:28][CH:21]1[CH2:22][NH:23][CH2:24][CH2:25]2>>[CH:13]([N:8]1[C:9]2[C:4](=[CH:3][C:2]([F:1])=[C:11]([N:23]3[CH2:24][CH2:25][CH:26]4[N:20]([CH3:19])[CH:21]([CH2:28][CH2:27]4)[CH2:22]3)[CH:10]=2)[C:5](=[O:18])[C:6]([C:15]([OH:17])=[O:16])=[CH:7]1)=[CH2:14]

Participants

3

Reactant 2

HCID 139737309-Methyl-3,9-diazabicyclo[4.2.1]nonaneHCID 151402566,7-Difluoro-1-vinyl-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid

Product 1

HCID 143289271-Vinyl-6-fluoro-7-(9-methyl-3,9-diazabicyclo[4.2.1]non-3-yl)-1,4-dihydro-4-oxo-3-quinoline carboxylic acidYield 44.7%

Procedure

The title comound was prepared in 44.7% yield according to example 8 by reacting 6,7-difluoro-1-vinyl-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid with 9-methyl-3,9-diazabicyclo[4.2.1]nonane, m.p. 214°-215° C.

Workup

  1. customThe title comound was prepared in 44.7% yield

Sources & evidence

ORD record
ord-6ba9dbe1321f4d05984afb63be0e4251
Source dataset
uspto-grants-1988_10
Patent number
US04775668

Reaction notes

Loading…