Water → HCID 86663678, Verbindung

A mixture of 6-bromo-3-pyridinol (0.31 g, 1.78 mmol), (±)-phenylmethyl 4-{1-[(methylsulfonyl)oxy]ethyl}-1-piperidinecarboxylate (0.73 g, 2.14 mmol) and K2CO3 (0.50 g, 3.57 mmol) in DMF (12 mL) was stirred at ambient temperature for 30 min, then heated at 70° C. overnight, then heated at 100° C. for 27 h. The mixture was cooled to ambient temperature and poured into water, and extracted with EtOAc (60 mL×2). The combined organic extract was washed with water, brine and dried over Na2SO4, filtered, and the filtrate was concentrated to give crude (±)-phenylmethyl 4-{1-[(6-bromo-3-pyridinyl)oxy]ethyl}-1-piperidinecarboxylate as a brown oil, which was used without further purification.

1. temperatureheated at 70° C. overnight
2. temperatureheated at 100° C. for 27 h
3. temperatureThe mixture was cooled to ambient temperature
4. extractionextracted with EtOAc (60 mL×2)
5. extractionThe combined organic extract
6. washwas washed with water, brine
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. concentrationthe filtrate was concentrated

ORD-Eintrag

ord-2cd7c18606cd46a7907a4403ee80e51e

Quelldatensatz

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08101634B2