Hydroxylamine → 2-Ethyl-N'-hydroxy-6-{[(triisopropylsilyl)oxy]methyl}pyridine-3-carboximidamide
Reaction equation
[CH2:1]([C:3]1[N:10]=[C:9]([CH2:11][O:12][Si:13]([CH:20]([CH3:22])[CH3:21])([CH:17]([CH3:19])[CH3:18])[CH:14]([CH3:16])[CH3:15])[CH:8]=[CH:7][C:4]=1[C:5]#[N:6])[CH3:2].[NH2:23][OH:24]>>[CH2:1]([C:3]1[C:4]([C:5](=[N:23][OH:24])[NH2:6])=[CH:7][CH:8]=[C:9]([CH2:11][O:12][Si:13]([CH:14]([CH3:15])[CH3:16])([CH:20]([CH3:21])[CH3:22])[CH:17]([CH3:19])[CH3:18])[N:10]=1)[CH3:2]Participants
3
Procedure
The crude product of the title compound was synthesized by conducting the reaction similar to that mentioned in Example 1 (1d) using 2-ethyl-6-{[(triisopropylsilyl)oxy]methyl}nicotinonitrile (0.75 g, 2.4 mmol) that was obtained in Example 25 (25a) and a 40% aqueous solution of hydroxylamine (0.5 mL). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (3:7 to 1:1) as the eluent to afford the title compound (0.80 g) in a yield of 95% as a white crystalline solid.
Workup
- customthe reaction similar to
Sources & evidence
- ORD record
- ord-84b92c9f4cb942e8849bb4807728cb44
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07687491B2
Reaction notes
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