Hydroxylamine → Benzyloxy-3-nitro[1,5]naphthyridin-4-amine

HRID 549091

Reaction equation

HRID 549091 reaction equation
[CH2:1]([O:8][C:9]1[C:18]([N+:19]([O-:21])=[O:20])=[C:17](Cl)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:23]([O:30][C:31]1[C:40]([N+:41]([O-:43])=[O:42])=[C:39](Cl)[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][N:37]=2)[N:32]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.NO>>[CH2:1]([O:8][C:9]1[C:18]([N+:19]([O-:21])=[O:20])=[C:17]([NH2:32])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:23]([O:30][C:31]1[C:40]([N+:41]([O-:43])=[O:42])=[C:39]([NH2:10])[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][N:37]=2)[N:32]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 787HydroxylamineHCID 21075762Benzyloxy-4-chloro-3-nitroquinolineHCID 66650176Benzyloxy-4-chloro-3-nitro[1,5]naphthyridine

Product 2

HCID 66649873Benzyloxy-3-nitro[1,5]naphthyridin-4-amineHCID 66649911Benzyloxy-3-nitroquinolin-4-amine

Procedure

In step (5) of Reaction Scheme IV, a benzyloxy-4-chloro-3-nitroquinoline or benzyloxy-4-chloro-3-nitro[1,5]naphthyridine of Formula XXXIX is treated with an amino alcohol of Formula XVI to provide a benzyloxy-3-nitroquinolin-4-amine or benzyloxy-3-nitro[1,5]naphthyridin-4-amine of Formula XL. The reaction is conveniently carried out according to the methods described in step (1) of Reaction Scheme I.

Workup

  1. customIn step (5) of Reaction Scheme IV

Sources & evidence

ORD record
ord-31430c94e16c4283a944db644519c4e5
Source dataset
uspto-grants-2011_05
Patent number
US07943609B2

Linked notes

Loading…