Hydroxyamine hydrochloride → 1h-Imidazo[4,5-c][1,5]naphthyridine

HRID 2105454Notes

Reaction equation

HRID 2105454 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][N:10]=2)[N:5]=[CH:4][C:3]=1[NH-:12].ClC1C2C(=CC=CC=2)[N:17]=[CH:16]C=1[NH-].Cl.NO>>[NH:17]1[C:2]2[C:11]3[N:10]=[CH:9][CH:8]=[CH:7][C:6]=3[N:5]=[CH:4][C:3]=2[N:12]=[CH:16]1

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 86625942HCID 86625942, compoundHCID 86625943HCID 86625943, compound

Product 1

HCID 1784207351h-Imidazo[4,5-c][1,5]naphthyridine

Procedure

In step (7) of Reaction Scheme II, an N-(4-chloro[1,5]naphthyridin-3-yl)amide or N-(4-chloroquinolin-3-yl)amide of Formula XXXII is reacted with a hydroxylamine hydrochloride of Formula R1ONH2.HCl and cyclized to provide a 1H-imidazo[4,5-c][1,5]naphthyridine or a 1H-imidazo[4,5-c]quinoline of Formula XXXIII. The reaction can be carried out using the method described in step (3) of Reaction Scheme I.

Workup

  1. customIn step (7) of Reaction Scheme II

Sources & evidence

ORD record
ord-3d95590124734aa587f6d5bd3fa2a929
Source dataset
uspto-grants-2009_08
Patent number
US07579359B2

Reaction notes

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