Dimethylcarbamoyl Chloride → N-[4-fluoro-2-(methylsulfonyl)benzyl]-1-{2-[[(dimethylamino)carbonyl](methyl)-amino]ethyl}-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide

HRID 1179321Notes

Reaction equation

[F:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:25])[N:12]([CH2:21][CH2:22][NH:23][CH3:24])[C:13]3[C:18]([C:19]=2[OH:20])=[N:17][CH:16]=[CH:15][CH:14]=3)=[O:9])=[C:4]([S:28]([CH3:31])(=[O:30])=[O:29])[CH:3]=1.[CH3:32][N:33]([CH3:37])[C:34](Cl)=[O:35]>>[F:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:25])[N:12]([CH2:21][CH2:22][N:23]([C:34]([N:33]([CH3:37])[CH3:32])=[O:35])[CH3:24])[C:13]3[C:18]([C:19]=2[OH:20])=[N:17][CH:16]=[CH:15][CH:14]=3)=[O:9])=[C:4]([S:28]([CH3:31])(=[O:30])=[O:29])[CH:3]=1

Participants

Reactant 2

HCID 6598Dimethylcarbamoyl Chloride

HCID 58978004N-[4-fluoro-2-(methylsulfonyl)benzyl]-4-hydroxy-1-[2-(methylamino)ethyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide

Product 1

HCID 54721532N-[4-fluoro-2-(methylsulfonyl)benzyl]-1-{2-[[(dimethylamino)carbonyl](methyl)-amino]ethyl}-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide

Procedure

The compound was prepared in a manner similar to that described for Example 22, using N-[4-fluoro-2-(methylsulfonyl)benzyl]-4-hydroxy-1-[2-(methylamino)ethyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide and N,N-dimethylcarbamoyl chloride.

Workup

customThe compound was prepared in a manner similar to

Sources & evidence

ORD record: ord-50b542aa6aa843399cb648651c5cea12
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279487B2

Reaction notes

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