Reaktion #658606

Reaktionsgleichung

6-chloro-3-(1-methyl-1H-pyrazol-4-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridine

(S)-1-(2-methoxy-1-phenylethyl)urea

cesium carbonate

N2

→

(S)-1-(2-methoxy-1-phenylethyl)-3-(3-(1-methyl-1H-pyrazol-4-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)urea

Ausbeute 100.0%

Lösungsmittel

DMA

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepurged 6 times
2. 2
   workup.ADDITIONThe mixture was diluted with EtOAc
3. 3
   Waschenwashed with water and brine
4. 4
   TrocknenAfter dried over Na2SO4 the solution
5. 5
   Einengenwas concentrated

Vorschrift

To a vial were added 6-chloro-3-(1-methyl-1H-pyrazol-4-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridine (47.6 mg, 0.100 mmol), (S)-1-(2-methoxy-1-phenylethyl)urea (38.8 mg, 0.200 mmol), cesium carbonate (0.024 ml, 0.300 mmol), CHLORO[2-(DICYCLOHEXYLPHOSPHINO)-3,6-DIMETHOXY-2′,4′,6′-TRI-I-PROPYL-1,1′-BIPHENYL][2-(2-AMINOETHYL)PHENYL]PALLADIUM(II) (15.98 mg, 0.020 mmol) and DMA (1.0 ml). The mixture was Vac/N2 purged 6 times and heated at 100° C. for 2 h. LC-MS showed complete conversion. The mixture was diluted with EtOAc and washed with water and brine. After dried over Na2SO4 the solution was concentrated to yield (S)-1-(2-methoxy-1-phenylethyl)-3-(3-(1-methyl-1H-pyrazol-4-yl)-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)urea (63.4 mg, 0.100 mmol, 100% yield) without purification.

Quelle