Water → HCID 22284396, compound

A solution of lithium diisopropylamide (10.4 mmol) in tetrahydrofuran (5 ml) is cooled to −78° C. under a nitrogen atmosphere, and a solution of 3,4-dihydro-2H-1,4-thiazin-3-one (500 mg, Reference compound No. 39-1) in tetrahydrofuran (5 ml) is added dropwise thereto. Then, 2-bromopropane (640 mg) is added dropwise thereto, and the mixture is stirred for three hours. The temperature is raised to room temperature, and the mixture is stirred for two days. Water is added to the reaction mixture under ice cooling, and the whole is extracted with ethyl acetate. The extract is washed with water and saturated brine successively 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 reference compound (100 mg).

1. stirringthe mixture is stirred for two days
2. extractionthe whole is extracted with ethyl acetate
3. washThe extract is washed with water and saturated brine successively
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-15427abb900744d9b5b35714bd9967c0

Source dataset

uspto-grants-2005_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06960575B2