Reaktion #1937386

Reaktionsgleichung

(S)-3-(2-chloropyrimidin-4-yl)-4-isopropyloxazolidin-2-one

1-(1-(4-fluorophenyl)-1H-pyrazol-4-yl)ethanamine hydrochloride

iPr2NEt

→

(S)-3-(2-((S)-1-(1-(4-fluorophenyl)-1H-pyrazol-4-yl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one

(S)-3-(2-((R)-1-(1-(4-fluorophenyl)-1H-pyrazol-4-yl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one

Lösungsmittel

EtOAc

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with water (30 mL)
2. 2
   SonstigeAfter separation
3. 3
   Extraktionthe aqueous phase was extracted with EtOAc (3×8 mL)
4. 4
   TrocknenCombined organics were dried over Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated

Vorschrift

A solution of (S)-3-(2-chloropyrimidin-4-yl)-4-isopropyloxazolidin-2-one (98 mg, 0.41 mmol), 1-(1-(4-fluorophenyl)-1H-pyrazol-4-yl)ethanamine hydrochloride (502 mg, 2.08 mmol, 5.1 equiv) and iPr2NEt (0.637 mL, 3.65 mmol, 9.0 equiv) in DMSO (1.5 mL) was heated at 110° C. for 16 h. The reaction mixture was diluted with EtOAc (8 mL) and washed with water (30 mL). After separation, the aqueous phase was extracted with EtOAc (3×8 mL). Combined organics were dried over Na2SO4, filtered and concentrated. Silica gel column chromatography (EtOAc/Heptane 20 to 80%) provided (S)-3-(2-((R)-1-(1-(4-fluorophenyl)-1H-pyrazol-4-yl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one and (S)-3-(2-((S)-1-(1-(4-fluorophenyl)-1H-pyrazol-4-yl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one.

Quelle