Triethylamine → HCID 68477280, Verbindung

Temperatur

135 °C

A mixture of 5-bromo-3-isopropoxypyridine (12.56 g, 58.13 mmol), (2S)-4-penten-2-ol (5.00 g, 58.05 mmol), palladium(II) acetate (130 mg, 0.58 mmol), tri-o-tolylphosphine (706 mg, 2.32 mmol), triethylamine (35 mL, 252 mmol) and acetonitrile (35 mL) was heated in a sealed glass tube at 130-140° C. for 8 h. The reaction mixture was cooled to ambient temperature. The solvent was removed under reduced pressure on a rotary evaporator. Water (50 mL) was added and the mixture was extracted with chloroform (3×50 mL). The combined chloroform extracts were dried (K2CO3), filtered, and concentrated by rotary evaporation. The crude product was purified by column chromatography over silica gel, eluting with chloroform-acetone (95:5, v/v). Selected fractions were combined and concentrated by rotary evaporation, producing 7.80 g (60.7%) of a pale-yellow oil.

1. temperatureThe reaction mixture was cooled to ambient temperature
2. customThe solvent was removed under reduced pressure on a rotary evaporator
3. additionWater (50 mL) was added
4. extractionthe mixture was extracted with chloroform (3×50 mL)
5. dry with materialThe combined chloroform extracts were dried (K2CO3)
6. filtrationfiltered
7. concentrationconcentrated by rotary evaporation
8. customThe crude product was purified by column chromatography over silica gel
9. washeluting with chloroform-acetone (95:5
10. concentrationconcentrated by rotary evaporation

ORD-Eintrag

ord-b699b6358e8549459cc964e968dd6a5d

Quelldatensatz

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07790757B2