Potassium Phosphate, Tribasic → N-(3-Fluoro-4-((6-methoxy-7-(3-morpholinopropoxy)quinolin-4-yl)-oxy)phenyl)-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

HRID 1879455Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1879455
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[F:24][C:25]1[CH:26]=[C:27]([N:32]([C:41]2[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=2)[C:33]([C:35]2([C:38]([NH2:40])=[O:39])[CH2:37][CH2:36]2)=[O:34])[CH:28]=[CH:29][C:30]=1[OH:31].C(P(C(C)(C)C)C1C=CC2C(=CC=CC=2)C=1C1C2C(=CC=CC=2)C=CC=1)(C)(C)C.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>CC([O-])=O.CC([O-])=O.[Pd+2]>[F:24][C:25]1[CH:26]=[C:27]([N:32]([C:41]2[CH:42]=[CH:43][C:44]([F:47])=[CH:45][CH:46]=2)[C:33]([C:35]2([C:38]([NH2:40])=[O:39])[CH2:37][CH2:36]2)=[O:34])[CH:28]=[CH:29][C:30]=1[O:31][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 62657Potassium Phosphate, TribasicHCID 2734941(1,1'-Binaphthalen)-2-yldi-tert-butylphosphineHCID 222652574-(3-((4-Chloro-6-methoxyquinolin-7-yl)oxy)propyl)morpholineHCID 67297145N1-(3-Fluoro-4-hydroxyphenyl)-N1-(4-fluorophenyl)-1,1-cyclopropanedicarboxamide

Produkt 1

HCID 45274064N-(3-Fluoro-4-((6-methoxy-7-(3-morpholinopropoxy)quinolin-4-yl)-oxy)phenyl)-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 167845palladium(II) acetateKatalysator

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

4-Chloro-6-(methyloxy)-7-{[3-(4-morpholinyl)propyl]oxy}quinoline (60 mg, 0.18 mmol), N1-(3-Fluoro-4-hydroxyphenyl)-N1-(4-fluorophenyl)-1,1-cyclopropanedicarboxamide, Pd(OAc)2 (4 mg, 0.018 mmol), racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl (14.2 mg, 0.035 mmol), and K3PO4 (57 mg, 0.27 mmol) were added into a vial equipped with a stirring bar and purged with N2. Anisole (400 μL) was added and the open vial was placed under a stream of N2 for ˜2 min. The vial was capped and the mixture was heated to 110° C. for 32 min, at which time the reaction was found to be complete.

Aufarbeitung

  1. customa vial equipped with a stirring bar
  2. custompurged with N2
  3. additionAnisole (400 μL) was added
  4. customThe vial was capped

Quellen und Nachweise

ORD-Eintrag
ord-2515f47f178f46789b7917d791c166f4
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08314232B2

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