StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Benzenesulfonamide, 4-amino-N-[2-(4-morpholinyl)ethyl]- → 4-[4-(2,6-Dimethylpyridin-3-yloxy)pyridin-2-ylamino]-N-(2-morpholinoethyl)benzenesulfonamide

HRID 469
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 469
Cc1ccc(Oc2ccnc(Cl)c2)c(C)n1.Nc1ccc(S(=O)(=O)NCCN2CCOCC2)cc1>CC(=O)N(C)C.CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C([O-])[O-].[Cs+].[Cs+].[Pd]>Cc1ccc(Oc2ccnc(Nc3ccc(S(=O)(=O)NCCN4CCOCC4)cc3)c2)c(C)n1
KomponentenReaktionsbedingungenVersuchsvorschriftQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 2

HCID 120569Benzenesulfonamide, 4-amino-N-[2-(4-morpholinyl)ethyl]-HCID 445982003-(2-Chloropyridin-4-yl)oxy-2,6-dimethyl-pyridine

Produkt 1

HCID 689466774-[4-(2,6-Dimethylpyridin-3-yloxy)pyridin-2-ylamino]-N-(2-morpholinoethyl)benzenesulfonamideAusbeute 60,66 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 10796Cesium carbonateReagenz
HCID 636044
1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)
Katalysator
HCID 4144353Palladium (II) acetateKatalysator
HCID 31374DimethylacetamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

In a 10 mL microwave reactor 3-(2-chloropyridin-4-yloxy)-2,6-dimethylpyridine (100 mg, 0.43 mmol) and 4-amino-N-(2-morpholinoethyl)benzenesulfonamide (122 mg, 0.43 mmol) were dissolved in DMA (5 mL) to give a tan solution.To the resultant solution Cesium carbonate (0.068 mL, 0.85 mmol) was added and sparged with nitrogen for 1 minute. Then Palladium(II) acetate (6.70 mg, 0.03 mmol) and 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene (29.6 mg, 0.05 mmol) were added and the reaction mixture was sealed. The reaction was heated to150 °C for 25 minutes in the biotage microwave.The reaction was cooled to room temperature and LCMS shows reaction was completed. Reaction mixture was filtered through Celite Bed and washed with Dichloromethane. Filtrate was subjected to concentration to get DMA solution which was given to analytical department to purify using Mass based HPLC. After purification compound was isolated to get pale yellow solid of 4-(4-(2,6-dimethylpyridin-3-yloxy)pyridin-2-ylamino)-N-(2-morpholinoethyl)benzenesulfonamide (125 mg, 60.7 %)

Quellen und Nachweise

ORD-Eintrag
ord-7897aa67f78748769844b414acdceeae
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
Quelle ansehen

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftQuellen und NachweiseNotizen zur Reaktion