2-(Methylamino)ethanol → 2-[(2-Fluoro-benzyl)-methyl-amino]-ethanol
Reaction equation
CS(O[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[F:13])(=O)=O.[CH3:14][NH:15][CH2:16][CH2:17][OH:18]>>[F:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[CH2:6][N:15]([CH2:16][CH2:17][OH:18])[CH3:14]Participants
3
Conditions
- Temperature
- 120 °C
Procedure
A mix of 2-Fluorobenzyl methanesulfonate (Step A, 5 g, 24.5 mmol) and 2-(Methylamino)-ethanol (18.4 g, 244.9 mmol) was heated under argon at 120° C. with stirring for 7 hours. The mixture was cooled to room temperature and concentrated. The crude residue was purified by flash chromatography on silica gel column (chloroform:methanol, 90:10 spiked with triethylamine) to provide the title compound.
Workup
- temperatureThe mixture was cooled to room temperature
- concentrationconcentrated
- customThe crude residue was purified by flash chromatography on silica gel column (chloroform:methanol, 90:10 spiked with triethylamine)
Sources & evidence
- ORD record
- ord-9ba6e072f78e4394b2bfe4bfaa2332a2
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08487000B2
Reaction notes
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