Propargyl bromide → HCID 86725294, compound

A solution of 1-methylpiperidin-4-ol (1.15 g, 10.0 mmol) in dry THF (5 mL) was added drop wise to a suspension of NaH (60% dispersion in mineral oil, 0.400 g, 10.0 mmol) in dry THF (5 mL) at 0° C. The reaction was kept at the same temperature for 15 min then stirred at room temperature for 1 h. 3-Bromoprop-1-yne (0.75 mL, 10.0 mmol), was slowly added and the mixture was stirred at room temperature for 16 h. After solvent removal, the residue was taken up with DCM (50 mL), washed with water (50 mL), dried over sodium sulfate and purified by flash chromatography on silica gel (DCM/MeOH/TEA 90/10/0.1) to afford the title compound (0.140 g, 9%).

1. stirringthe mixture was stirred at room temperature for 16 h
2. customAfter solvent removal
3. washwashed with water (50 mL)
4. dry with materialdried over sodium sulfate
5. custompurified by flash chromatography on silica gel (DCM/MeOH/TEA 90/10/0.1)

ORD record

ord-5e378290baca4a8496e3a7565af17dea

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08912200B2