Hydroxylamine → N'-Hydroxy-2-methyl-6-{[(triisopropylsilyl)oxy]methyl}pyridine-3-carboximidamide
Reaction equation
[CH3:1][C:2]1[N:9]=[C:8]([CH2:10][O:11][Si:12]([CH:19]([CH3:21])[CH3:20])([CH:16]([CH3:18])[CH3:17])[CH:13]([CH3:15])[CH3:14])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[NH2:22][OH:23]>>[OH:23][N:22]=[C:4]([C:3]1[C:2]([CH3:1])=[N:9][C:8]([CH2:10][O:11][Si:12]([CH:19]([CH3:21])[CH3:20])([CH:16]([CH3:18])[CH3:17])[CH:13]([CH3:14])[CH3:15])=[CH:7][CH:6]=1)[NH2:5]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-methyl-6-{[(triisopropylsilyl)oxy]methyl}nicotinonitrile (0.63 g, 2.1 mmol) that was obtained in Example 24 (24c) and a 40% aqueous solution of hydroxylamine (0.5 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 (0.61 g) in a yield of 86% as a white crystalline solid.
Workup
- customthe reaction similar to
Sources & evidence
- ORD record
- ord-a903851e689f494cac00ca4d8455a5e1
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07687491B2
Reaction notes
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