Binap, (A+-)- → N-[4-Chloro-2-(pyridine-3-carbonyl)-phenyl]-4-(cis-2,6-dimethyl-morpholin-4-yl)-benzenesulfonamide

HRID 29538

Reaktionsgleichung

Reaktionsgleichung von HRID 29538
Br[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[C:19]([C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)=[O:20])(=[O:10])=[O:9])=[CH:4][CH:3]=1.O.[O-]P([O-])([O-])=O.[K+].[K+].[K+].C1(P(C2C=CC=CC=2)C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:82][C@H:83]1[O:88][C@@H:87]([CH3:89])[CH2:86][NH:85][CH2:84]1>CN(C=O)C.[Pd]>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([NH:11][S:8]([C:5]2[CH:6]=[CH:7][C:2]([N:85]3[CH2:84][C@H:83]([CH3:82])[O:88][C@H:87]([CH3:89])[CH2:86]3)=[CH:3][CH:4]=2)(=[O:10])=[O:9])=[C:13]([C:19]([C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)=[O:20])[CH:14]=1

Komponenten

7

Edukt 4

HCID 634876Binap, (A+-)-HCID 6415002,6-Dimethylmorpholine, cis-HCID 22031701Potassium phosphate, tribasic, monohydrateHCID 597885544-Bromo-N-[4-chloro-2-(pyridine-3-carbonyl)-phenyl]-benzenesulfonamide

Produkt 1

HCID 59788589N-[4-Chloro-2-(pyridine-3-carbonyl)-phenyl]-4-(cis-2,6-dimethyl-morpholin-4-yl)-benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The title compound was prepared according to the general procedure for the synthesis of heterocyclyl and heteroaryl substituted phenylsulfonyl derivatives previously described, using 4-Bromo-N-[4-chloro-2-(pyridine-3-carbonyl)-phenyl]-benzenesulfonamide 0.3 g (0.66 mmol), potassium phosphate tribasic monohydrate 0.91 g (3.96 mmol), rac-2,2′-bis (diphenylphosphino)-1,1′-binaphthyl 0.12 g (0.198 mmol), cis-2,6-dimethylmorpholine 0.37 g (3.3 mmol) and Pd (dba)3 60 mg (0.066 mmol) in 3 ml DMF, followed by work up and HPLC purification to yield yellow title compound.

Aufarbeitung

  1. customThe title compound was prepared
  2. customHPLC purification

Quellen und Nachweise

ORD-Eintrag
ord-478ee7a9c92f4275afedbd1cc4ff7d60
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07420055B2

Verknüpfte Notizen

Wird geladen…