Potassium Carbonate → HCID 57531250, compound

A solution of 0.100 g (0.447 mmol) of 2-[3-(4-chlorophenyl)isoxazol-5-yl]ethanol, prepared in step 6.1., and 0.082 ml (0.47 mmol) of diisopropylethylamine in 5 ml of dichloromethane, is admixed with 0.036 ml (0.469 mmol) of methanesulphonyl chloride. The mixture is stirred at ambient temperature for 4 hours and then washed with saturated aqueous ammonium chloride solution and saturated aqueous sodium chloride solution. It is concentrated under reduced pressure. The residue is taken up in 5 ml of acetonitrile, and 0.107 g (0.45 mmol) of 2-(methylamino)-2-oxoethyl piperazine-1-carboxylate hydrochloride, prepared in accordance with Example 3.3., and 0.186 g (1.35 mmol) of potassium carbonate are added. The mixture is heated at 75° C. for 16 hours. After cooling to ambient temperature, it is concentrated under reduced pressure. The residue is taken up in ethyl acetate and washed with water and then with saturated aqueous sodium chloride solution. The mixture is evaporated and the residue is purified by chromatography on silica gel, eluting with dichloromethane and then with a 90/10 mixture of dichloromethane and methanol. This gives 0.054 g (0.132 mmol) of product in the form of a white solid.

1. washwashed with saturated aqueous ammonium chloride solution and saturated aqueous sodium chloride solution
2. concentrationIt is concentrated under reduced pressure
3. temperatureThe mixture is heated at 75° C. for 16 hours
4. temperatureAfter cooling to ambient temperature
5. concentrationit is concentrated under reduced pressure
6. washwashed with water
7. customThe mixture is evaporated
8. customthe residue is purified by chromatography on silica gel
9. washeluting with dichloromethane
10. additionwith a 90/10 mixture of dichloromethane and methanol

ORD record

ord-0d3263f82bb24361b6df4dc69296fdd7

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07973042B2