Methylamine → 3-aminooxy-2,2,N-trimethyl-propionamide
Reaction equation
C[O:2][C:3](=O)[C:4]([CH3:19])([CH3:18])[CH2:5][O:6][N:7]1C(=O)C2C(=CC=CC=2)C1=O.[CH3:21][NH2:22]>CO>[NH2:7][O:6][CH2:5][C:4]([CH3:19])([CH3:18])[C:3]([NH:22][CH3:21])=[O:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
To 3-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-2,2-dimethyl-propionic acid methyl ester (800 mg) obtained in Step A was added a 40% solution of methylamine in methanol (6 ml), and the mixture was stirred at 60° C. for 13 hours. After the reaction mixture was concentrated under reduced pressure, dichloromethane was added to the residue, and insoluble matter was filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography to give the title compound (202 mg).
Workup
- concentrationAfter the reaction mixture was concentrated under reduced pressure, dichloromethane
- additionwas added to the residue, and insoluble matter
- filtrationwas filtered
- concentrationThe filtrate was concentrated
- customthe residue was purified by silica gel column chromatography
Sources & evidence
- ORD record
- ord-d43277e76df54f6e872b18dd2e300859
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07745663B2
Reaction notes
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