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

Cesium carbonate → HCID 67345213, Verbindung

HRID 1029030
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1029030
[NH2:1][C:2]1[C:11]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:18]3[C:27](Cl)=[CH:26][CH:25]=[CH:24][C:19]=3[C:20]([O:22][CH3:23])=[O:21])[CH:8]=2)[N:3]=1.C1(P(C2CCCCC2)C2C=CC=CC=2C2C(C(C)C)=CC(C(C)C)=CC=2C(C)C)CCCCC1.C(=O)([O-])[O-].[Cs+].[Cs+].[CH3:69][C:70]([CH3:74])([CH3:73])[C:71]#[CH:72]>CC#N.CC#N.Cl[Pd]Cl>[NH2:1][C:2]1[C:11]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:18]3[C:27]([C:72]#[C:71][C:70]([CH3:74])([CH3:73])[CH3:69])=[CH:26][CH:25]=[CH:24][C:19]=3[C:20]([O:22][CH3:23])=[O:21])[CH:8]=2)[N:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 10796Cesium carbonateHCID 135123,3-Dimethyl-1-butyneHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 67348768HCID 67348768, Verbindung

Produkt 1

HCID 67345213HCID 67345213, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6093782
Bis(acetonitrile)dichloropalladium
Katalysator

Versuchsvorschrift

A vial was charged with methyl 2-(2-amino-3-morpholinoquinolin-6-yl)-3-chlorobenzoate (841 mg, 2.114 mmol), dichlorobis(acetonitrile)palladium(II) (54.8 mg, 0.211 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (302 mg, 0.634 mmol) and cesium carbonate (1.79 g, 5.50 mmol). The vial was evacuated and backfilled with nitrogen gas 3×. ACN (9 mL) was added and the suspension was allowed to stir at RT for 20 min. 3,3-Dimethyl-1-butyne (0.521 mL, 4.23 mmol) was added and the reaction mixture was heated to 90° C. for 3.5 h. The reaction mixture was partitioned between water and EtOAc. The organic phase was separated and dried over MgSO4. The solvent was removed under reduce pressure and the remaining residue was purified by column chromatography (10% MeOH in DCM). Methyl 2-(2-amino-3-morpholinoquinolin-6-yl)-3-(3,3-dimethylbut-1-ynyl)benzoate was obtained as an orange-brown solid.

Aufarbeitung

  1. customThe vial was evacuated
  2. additionACN (9 mL) was added
  3. temperaturethe reaction mixture was heated to 90° C. for 3.5 h
  4. customThe reaction mixture was partitioned between water and EtOAc
  5. customThe organic phase was separated
  6. dry with materialdried over MgSO4
  7. customThe solvent was removed
  8. customthe remaining residue was purified by column chromatography (10% MeOH in DCM)

Quellen und Nachweise

ORD-Eintrag
ord-0981476433fb4a00bfabb20e82bb3cbd
Quelldatensatz
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08735384B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion