Hydroxylamine → 6-({[t-Butyl(dimethyl)silyl]oxy}methyl)-N'-hydroxypyridine-3-carboximidamide

HRID 2247744Notes

Reaction equation

HRID 2247744 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][N:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[NH2:18][OH:19]>>[Si:1]([O:8][CH2:9][C:10]1[N:11]=[CH:12][C:13]([C:14](=[N:18][OH:19])[NH2:15])=[CH:16][CH:17]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 787HydroxylamineHCID 224732046-({[t-Butyl(dimethyl)silyl]oxy}methyl)nicotinonitrile

Product 1

HCID 866202256-({[t-Butyl(dimethyl)silyl]oxy}methyl)-N'-hydroxypyridine-3-carboximidamide

Procedure

The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 1 (1d) using 6-({[t-butyl(dimethyl)silyl]oxy}methyl)nicotinonitrile (2.0 g, 8.1 mmol) that was obtained in Example 23 (23b) and a 40% aqueous solution of hydroxylamine (1 ml). Subsequently, the crude product of the title compound thus obtained was purified by recrystallization from a mixed solvent of ethyl acetate and hexane (1:9) to afford the title compound (2.1 g) in a yield of 94% as a white crystalline solid.

Workup

  1. customthe similar reaction to

Sources & evidence

ORD record
ord-fdcbc53a468d418eb1ab056ab0e8a0ac
Source dataset
uspto-grants-2010_03
Patent number
US07687491B2

Reaction notes

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