2-Methoxyphenethyl bromide → HCID 44601136, Verbindung

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%).

1. stirringThe reaction was stirred at 70° C. for 6 hours
2. customThe mixture was quenched with the addition of a saturated solution of ammonium chloride
3. extractionextracted with dichloromethane
4. dry with materialThe organic phase was dried over sodium sulfate
5. concentrationconcentrated
6. customThe residue was purified by flash chromatography (dichloromethane with 3% of methanol and 0.3% of ammonia)

ORD-Eintrag

ord-14a1572b418e428ba41773ef1a299024

Quelldatensatz

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09073914B2