(3-Methoxypyridin-2-yl)acetonitrile → HCID 69946004, compound
Reaction equation
[CH3:1][O:2][C:3]1[C:4](CC#N)=[N:5][CH:6]=[CH:7][CH:8]=1>C(O)C.[Pt]=O.Cl>[CH3:3][CH2:4][NH2:5].[CH3:1][O:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
2-[(3-methoxy)pyridyl]acetonitrile (2.0 g, 13 mmol) in 25 ml ethanol was reduced at room temperature under 60 p.s.i. for 24 h using platinum oxide (0.5 g) and 5N HCl (0.2 ml) as catalyst. The organics were concentrated and then taken up in ethyl acetate and water. 1N NaOH was added to pH 12 and the amine was extracted out (2×300 ml ethyl acetate). The organics were then washed with brine and saturated sodium bicarbonate and then dried over sodium sulfate. The solution is filtered and concentrated giving 1.5 g of oily material. This is used without further purification.
Workup
- customwas reduced at room temperature under 60 p.s.i
- concentrationThe organics were concentrated
- addition1N NaOH was added to pH 12
- extractionthe amine was extracted out (2×300 ml ethyl acetate)
- washThe organics were then washed with brine and saturated sodium bicarbonate
- dry with materialdried over sodium sulfate
- filtrationThe solution is filtered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-7503c19868dc49e1b0fbec33a264ec17
- Source dataset
- uspto-grants-1997_01
- Patent number
- US05593993
Reaction notes
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