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

Potassium Phosphate, Tribasic → HCID 86721254, Verbindung

HRID 1750409
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1750409
Br[C:2]1[N:6]([C:7]([CH3:10])([CH3:9])[CH3:8])[N:5]=[CH:4][C:3]=1[C:11]([NH2:13])=[O:12].[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19](/[CH:22]=[CH:23]/B(O)O)=[CH:18][CH:17]=1.COC1C=CC=C(OC)C=1C1C=CC=CC=1P(C1CCCCC1)C1CCCCC1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C1COCC1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O>[C:7]([N:6]1[C:2](/[CH:23]=[CH:22]/[C:19]2[CH:20]=[CH:21][C:16]([O:15][CH3:14])=[CH:17][CH:18]=2)=[C:3]([C:11]([NH2:13])=[O:12])[CH:4]=[N:5]1)([CH3:10])([CH3:9])[CH3:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 62657Potassium Phosphate, TribasicHCID 642693trans-2-(4-Methoxyphenyl)vinylboronic acidHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 86721240HCID 86721240, Verbindung

Produkt 1

HCID 86721254HCID 86721254, VerbindungAusbeute 16,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 167845palladium(II) acetateKatalysatorHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 5-bromo-1-tert-butyl-1H-pyrazole-4-carboxamide (100 mg, 0.41 mmol), trans-2-(4-methoxyphenyl)vinylboronic acid (108 mg, 0.61 mmol), S-phos (3.34 mg, 8.13 μmol), palladium(II) acetate (0.912 mg, 4.06 μmol) and tripotassium phosphate (173 mg, 0.81 mmol) in THF (2 mL) was stirred under an argon atmosphere at 40° C. for 14 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 3→100% ethyl acetate/hexane) to give (E)-1-tert-butyl-5-(4-methoxystyryl)-1H-pyrazole-4-carboxamide (20 mg, 0.067 mmol, 16.4%) as a white powder.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. customdried
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (solvent gradient; 3→100% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-324c950f3e854dfa977fb0e20a2558e9
Quelldatensatz
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09156837B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion