HCID 22242804, compound → HCID 22242732, compound

Temperature

90 °C

To a solution of 1-(4-carbamoyl-1,3-thiazol-2-yl)-4-methanesulfonyloxypiperidine (1.59 g, 5.21 mmol) (obtained as described in Reference Example 15(3)) in dimethylformamide (80 ml) was added potassium thioacetate (1.19 g, 10.4 mmol) at room temperature, and the reaction mixture was stirred in an oil bath (90° C.) for 2.5 hours. After checking the completion of the reaction, the reaction mixture was partitioned between ethyl acetate and saturated aqueous sodium hydrogencarbonate solution. The obtained organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using ethyl acetate:n-hexane (10:1) as the eluant to afford 4-acetylthio-1-(4-carbamoyl-1,3-thiazol-2-yl)piperidine (1.01 g, yield 68%) as a brown solid.

1. customthe completion of the reaction
2. customthe reaction mixture was partitioned between ethyl acetate and saturated aqueous sodium hydrogencarbonate solution
3. washThe obtained organic layer was washed with saturated aqueous sodium chloride solution
4. dry with materialdried over anhydrous magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by chromatography on a silica gel column

ORD record

ord-a0b666595f614dd58474479fd47aa193

Source dataset

uspto-grants-2006_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07001897B2