2-Methoxyphenethyl bromide → HCID 44601136, compound

Participants

Reaction Steps

To a solution of 0.500 g (2.06 mmol) of 2-pyrimidin-4-yl-7,8,9,10-tetrahydro-6H-pyrimido[1,2-α]azepin-4-one in dry tetrahydrofuran (20 mL) under argon at −30° C. was added 3.10 mL (3.10 mmol) of lithium bis(trimethylsilyl)amide (1M in tetrahydrofuran). The solution was stirred at room temperature for 10 min and 1.31 mL of 1-(2-bromo-ethyl)-2-methoxy-benzene (8.25 mmol) was added. The reaction was stirred at 70° C. for 6 hours. The mixture was quenched with the addition of a saturated solution of ammonium chloride and extracted with dichloromethane. The organic phase was dried over sodium sulfate and concentrated. The residue was purified by flash chromatography (dichloromethane with 3% of methanol and 0.3% of ammonia) to afford 0.087 g of a solid (11%).

Provenance & Evidence