Hydrochloric Acid → HCID 67402217, compound

Triethylamine (3.4 mL) was added to a dichloromethane (300 mL) solution of Benzyl piperidin-4-ylcarbamate (2.2 g) at 0° C. followed by the dropwise addition of 2-chloroethanesulfonyl chloride (2.6 mL; TCI) and the resulting mixture was slowly stirred overnight with raising to room temperature. 1 N Hydrochloric acid (90 mL; WAKO) was added to the reaction mixture solution, the resulting mixture was stirred for approx. 10 minutes, then the reaction mixture was extracted with chloroform, the organic layer was dried, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (Yamazen; chloroform/methanol). 30 mg of this purified compound was dissolved in methanol (1 mL) followed by the addition of dimethylamine (2 M, 0.2 mL; Ald), the resulting mixture was stirred at 100° C. for 2 hours with microwave irradiation, and then the solvent was evaporated under reduced pressure. The title compound was obtained from this residue according to the method described in Step c of Reference Example N-14.

1. extractionthe reaction mixture was extracted with chloroform
2. customthe organic layer was dried
3. customthe solvent was evaporated under reduced pressure
4. customthe residue was purified by silica gel column chromatography (Yamazen; chloroform/methanol)
5. dissolution30 mg of this purified compound was dissolved in methanol (1 mL)
6. additionfollowed by the addition of dimethylamine (2 M, 0.2 mL; Ald)
7. stirringthe resulting mixture was stirred at 100° C. for 2 hours with microwave irradiation
8. customthe solvent was evaporated under reduced pressure

ORD record

ord-eb64ac4cc5374b6e876e4b8cbb232e8f

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08299055B2