Potassium Carbonate → HCID 67307138, compound

Temperature

75 °C

A solution of 1.57 g (6.7 mmol) of 3-(3-bromophenyl)propan-1-ol, prepared in step 7.1., and 1.73 ml (10.1 mmol) of diisopropylethylamine in 38 ml of dichloromethane, cooled to 0° C., is admixed with 0.63 ml (8.14 mmol) of methanesulphonyl chloride. Stirring is continued in the cold for 0.5 hour and then at ambient temperature for 2 hours. The mixture is concentrated under reduced pressure and then the residue is suspended in 35 ml of acetonitrile. 1.34 g (5.35 mmol) of 2-(methylamino)-2-oxoethyl piperazine-1-carboxylate hydrochloride, prepared in accordance with Example 3.3., and 2.2 g (16 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 and then the residue is taken up in water. It is extracted with ethyl acetate and dried over sodium sulphate. Following filtration, the organic phase is concentrated under reduced pressure. It is purified by chromatography on silica gel, eluting with a 98/2 mixture of dichloromethane and methanol. Crystallization from diisopropyl ether gives 0.84 g (2.10 mmol) of white crystals.

1. customcold for 0.5 hour
2. concentrationThe mixture is concentrated under reduced pressure
3. temperatureAfter cooling to ambient temperature it
4. concentrationis concentrated under reduced pressure
5. extractionIt is extracted with ethyl acetate
6. dry with materialdried over sodium sulphate
7. filtrationfiltration
8. concentrationthe organic phase is concentrated under reduced pressure
9. customIt is purified by chromatography on silica gel
10. washeluting with a 98/2 mixture of dichloromethane and methanol
11. customCrystallization from diisopropyl ether

ORD record

ord-5aa8e18711e44008b5bf923148ad37bb

Source dataset

uspto-grants-2009_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07482346B2