Ethanol → 5-(Ethoxymethyl)picolinonitrile
Reaction equation
CS([O:5][CH2:6][C:7]1[CH:8]=[N:9][C:10]([C:13]#[N:14])=[CH:11][CH:12]=1)(=O)=O.[CH3:15][CH2:16]O>>[CH2:15]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[N:14])=[N:9][CH:8]=1)[CH3:16]Participants
3
Procedure
(6-Cyanopyridin-3-yl)methyl methanesulfonate (199 mg, 0.94 mmol) in 2 mL anhydrous EtOH was heated at 85° C. in a sealed tube for 3.5 h. The mixture was concentrated and purified by silica gel chromatography (elution with 0-25% EtOAc/Hex) to afford 5-(ethoxymethyl)picolinonitrile (104 mg).
Workup
- concentrationThe mixture was concentrated
- custompurified by silica gel chromatography (elution with 0-25% EtOAc/Hex)
Sources & evidence
- ORD record
- ord-085d447c7f2640f0b9760807a8483919
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08940748B2
Reaction notes
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