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

HRID 2105457Notes

Reaction equation

HRID 2105457 reaction equation
FC(F)(F)S(O[C:7]1[CH:8]=[N:9][C:10]2[C:15]([CH:16]=1)=[N:14][CH:13]=[CH:12][CH:11]=2)(=O)=O.FC(F)(F)S(OC1C=[N:27][C:28]2C(C=1)=CC=CC=2)(=O)=O.Cl.[NH2:38]O>>[NH:38]1[C:16]2[C:15]3[N:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:27]=[CH:28]1

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 86625948HCID 86625948, compoundHCID 86625949HCID 86625949, compound

Product 1

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

Procedure

In step (3) of Reaction Scheme VI, a [1,5]naphthyridin-3-yl trifluoromethanesulfonate or quinolin-3-yl trifluoromethanesulfonate of Formula LIX 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 (3) of Reaction Scheme VI

Sources & evidence

ORD record
ord-870ec54fec4747279735cb4eb54f5b30
Source dataset
uspto-grants-2009_08
Patent number
US07579359B2

Reaction notes

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