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

Triphenylphosphine → Tert-butyl 4-(5-bromo-2-chloroquinazolin-8-yloxy)piperidine-1-carboxylate

HRID 2079674
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2079674
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:20]([O:24][C:25]([N:27]1[CH2:32][CH2:31][CH:30]([OH:33])[CH2:29][CH2:28]1)=[O:26])([CH3:23])([CH3:22])[CH3:21].[Br:34][C:35]1[CH:44]=[CH:43][C:42](O)=[C:41]2[C:36]=1[CH:37]=[N:38][C:39]([Cl:46])=[N:40]2>C1COCC1>[Br:34][C:35]1[CH:44]=[CH:43][C:42]([O:33][CH:30]2[CH2:31][CH2:32][N:27]([C:25]([O:24][C:20]([CH3:23])([CH3:21])[CH3:22])=[O:26])[CH2:28][CH2:29]2)=[C:41]2[C:36]=1[CH:37]=[N:38][C:39]([Cl:46])=[N:40]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 11776TriphenylphosphineHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 866393225-Bromo-2-chloroquinazolin-8-ol

Produkt 1

HCID 86639323Tert-butyl 4-(5-bromo-2-chloroquinazolin-8-yloxy)piperidine-1-carboxylateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

To a solution of triphenylphosphine (2 eq) in THF was added di-terbutylazodicarboxylate (2 eq). The mixture was stirred 15 minutes at ambient temperature under nitrogen atmosphere. To that was added tert.butyl-4-hydroxypiperidine-1-carboxylate (5 eq). The mixture was stirred 15 minutes at ambient temperature followed by addition of 5-bromo-2-chloroquinazolin-8-ol (1 eq). The mixture was stirred overnight at ambient temperature. The reaction mixture was concentrated and the residue was purified by flash column chromatography (25% EtOAc/Hexane) to provide product as a white solid in 90% yield. ES/MS m/z 442.1 (MH+).

Aufarbeitung

  1. stirringThe mixture was stirred 15 minutes at ambient temperature
  2. stirringThe mixture was stirred overnight at ambient temperature
  3. concentrationThe reaction mixture was concentrated
  4. customthe residue was purified by flash column chromatography (25% EtOAc/Hexane)
  5. customto provide product as a white solid in 90% yield

Quellen und Nachweise

ORD-Eintrag
ord-d33d2626b9e043d5b0615f9fb627985b
Quelldatensatz
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07932262B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion