Triethylamine → (6-Oxopiperidin-2-yl)methyl methanesulfonate
Reaction equation
[OH:1][CH2:2][CH:3]1[NH:8][C:7](=[O:9])[CH2:6][CH2:5][CH2:4]1.CCN(CC)CC.[S:17](Cl)([CH3:20])(=[O:19])=[O:18]>C(Cl)Cl>[CH3:20][S:17]([O:1][CH2:2][CH:3]1[CH2:4][CH2:5][CH2:6][C:7](=[O:9])[NH:8]1)(=[O:19])=[O:18]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
6-(Hydroxymethyl)piperidin-2-one (1.0 g, 7.8 mmol) and Et3N (1.1 ml, 7.8 mmol) in DCM (5 ml) was added into mesyl chloride (0.88 g, 7.8 mmol) in DCM (20 ml) at 0° C. The reaction mixture was stirred at room temperature for 15 mins. The reaction mixture was washed with 1 N HCl (20 ml) and brine (40 ml), dried over anhydrous Na2SO4 and concentrated under reduced pressure to give (6-oxopiperidin-2-yl)methyl methanesulfonate which was used in the next step without additional purification. Yield (quant.).
Workup
- washThe reaction mixture was washed with 1 N HCl (20 ml) and brine (40 ml)
- dry with materialdried over anhydrous Na2SO4
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-d7b04cd1ce0e4bb3a353ab45b4e6d790
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09133154B2
Reaction notes
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