Water → HCID 178473748, compound

Temperature

60 °C

Sodium azide (75.3 mg) and aluminum chloride (386 mg) are added to a solution of (2RS,3S)-2-acetoxy-3-{(3RS)-4-acetyl-3-isopropyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrazin-1-yl}methylcarbonylamino-4-phenylbutanenitrile (299 mg, Compound No. 18-1) in tetrahydrofuran (3.5 ml), and the mixture is stirred for two hours. The reaction mixture is warmed to 60° C. and stirred for three hours. The reaction mixture is cooled to room temperature, then water is added to the reaction mixture, and the whole is extracted with ethyl acetate. The extract is washed with saturated brine and dried over anhydrous magnesium sulfate. The extract is concentrated under reduced pressure, and the resulting residue is purified by silica gel column chromatography to give the titled compound (242 mg).

1. temperatureThe reaction mixture is cooled to room temperature
2. extractionthe whole is extracted with ethyl acetate
3. washThe extract is washed with saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. concentrationThe extract is concentrated under reduced pressure
6. customthe resulting residue is purified by silica gel column chromatography

ORD record

ord-c8aa1168fb8f41f78427b08467f8e8f5

Source dataset

uspto-grants-2005_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06960575B2