4-Pyridinemethanamine → (S)-1-Methoxy-3-(pyridin-4-ylmethylamino)propan-2-ol
Reaction equation
[CH3:1][O:2][CH2:3][C@@H:4]1[O:6][CH2:5]1.[N:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH2:14])=[CH:9][CH:8]=1>CO>[CH3:1][O:2][CH2:3][C@@H:4]([OH:6])[CH2:5][NH:14][CH2:13][C:10]1[CH:11]=[CH:12][N:7]=[CH:8][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
(R)-(−)-Glycidyl methyl ether (88 mg, 1 mmol) and 4-picolylamine (108 mg, 1 mmol) in methanol (1 mL) were sealed in a reaction tube and heated at 120° C. for 30 minutes with stirring and microwave irradiation. The solvent was removed by vacuum distillation. The resulting residue was purified by silica gel column chromatography (ethyl acetate) to give the desired product (17% yield).
Workup
- custommicrowave irradiation
- customThe solvent was removed by vacuum distillation
- customThe resulting residue was purified by silica gel column chromatography (ethyl acetate)
Sources & evidence
- ORD record
- ord-b3ea38495ad7475f82fda0a7f9e8f9aa
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08440666B2
Reaction notes
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