Hydroxylamine → N'-hydroxy-3-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)benzyl)-3H-imidazo[4,5-b]pyridine-6-carboximidamide

HRID 2178338Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][C:20]=1[O:21][CH2:22][C:23]1[CH:24]=[N:25][C:26]([O:29][CH3:30])=[CH:27][CH:28]=1)[CH2:6][N:7]1[C:11]2=[N:12][CH:13]=[C:14]([C:16]#[N:17])[CH:15]=[C:10]2[N:9]=[CH:8]1.[NH2:31][OH:32]>C(O)C>[OH:32][N:31]=[C:16]([C:14]1[CH:15]=[C:10]2[N:9]=[CH:8][N:7]([CH2:6][C:5]3[CH:18]=[CH:19][C:20]([O:21][CH2:22][C:23]4[CH:24]=[N:25][C:26]([O:29][CH3:30])=[CH:27][CH:28]=4)=[C:3]([O:2][CH3:1])[CH:4]=3)[C:11]2=[N:12][CH:13]=1)[NH2:17]

Participants

Conditions

Temperature: 100 °C

Procedure

To a stirred solution of 3-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)benzyl)-3H-imidazo[4,5-b]pyridine-6-carbonitrile (0.53 g, 1.32 mmol) in ethanol was added hydroxylamine solution (50% weight in water, 0.1 mL). The mixture was heated to 100° C. After 1 h, the mixture was concentrated to provide 0.66 g (>100%) of N′-hydroxy-3-(3-methoxy-4-((6-methoxypyridin-3-yl)methoxy)benzyl)-3H-imidazo[4,5-b]pyridine-6-carboximidamide as a white solid.

Workup

concentrationthe mixture was concentrated

Sources & evidence

ORD record: ord-4d81557c5e314f53ad7828785fd83466
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067914B1

Reaction notes

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