Tetrahydrofuran → HCID 90232968, compound

Temperature

0 °C

300 mg (1.41 mmol) of rac-2-amino-3-(3,4-difluorophenoxy)-2-methylpropanonitrile were initially charged in 14.4 ml of abs. THF, and 0.92 ml (0.92 mmol) of a 1 N lithium aluminium hydride solution in diethyl ether was added under argon at 0° C. The reaction solution was stirred at 0° C. for 30 min, then allowed to warm up gradually to room temperature and stirred overnight. The reaction mixture was admixed cautiously with 140 μl of water, 140 μl of 2 N aqueous sodium hydroxide solution and 280 μl of water, the precipitate was filtered off and washed with THF and methanol, the filtrate was concentrated and the residue was purified by means of silica gel chromatography (eluent:dichloromethane/2 N ammonia in methanol=20/1). 87 mg of the target compound were obtained (24% of theory, about 84% purity).

1. temperatureto warm up gradually to room temperature
2. stirringstirred overnight
3. filtrationthe precipitate was filtered off
4. washwashed with THF and methanol
5. concentrationthe filtrate was concentrated
6. customthe residue was purified by means of silica gel chromatography (eluent:dichloromethane/2 N ammonia in methanol=20/1)

ORD record

ord-6fd46bed01eb43ef8edac02452075611

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09422285B2