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

Water → HCID 178495715, Verbindung

HRID 548768
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 548768
[OH:1][C:2]1[CH:3]=[C:4]([C:14]([NH:16][C:17]2[CH:21]=[CH:20][N:19](C(OC(C)(C)C)=O)[N:18]=2)=[O:15])[CH:5]=[C:6]([O:8][C@@H:9]([CH3:13])[CH2:10][O:11][CH3:12])[CH:7]=1.F[C:30]1[CH:35]=[C:34](F)[C:33]([F:37])=[CH:32][C:31]=1[S:38]([CH:41]1[CH2:45][CH2:44][O:43]C1=O)(=[O:40])=[O:39].C(=O)([O-])[O-].[K+].[K+].O>C(#N)C>[F:37][C:33]1[C:34]([O:1][C:2]2[CH:3]=[C:4]([CH:5]=[C:6]([O:8][C@@H:9]([CH3:13])[CH2:10][O:11][CH3:12])[CH:7]=2)[C:14]([NH:16][C:17]2[CH:21]=[CH:20][NH:19][N:18]=2)=[O:15])=[CH:35][C:30]2[O:43][CH2:44][CH2:45][CH2:41][S:38](=[O:40])(=[O:39])[C:31]=2[CH:32]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 576631723-[(2,4,5-trifluorophenyl)sulfonyl]dihydrofuran-2(3H)-oneHCID 59127185tert-Butyl 3-({3-hydroxy-5-[(1S)-2-methoxy-1-methylethoxy]benzoyl}amino)-1H-pyrazole-1-carboxylate

Produkt 1

HCID 178495715HCID 178495715, VerbindungAusbeute 22,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1,1-Dimethylethyl 3-{[(3-hydroxy-5-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}phenyl) carbonyl]amino}-1H-pyrazole-1-carboxylate (145 mg, 0.5 mmol), 3-[(2,4,5-trifluorophenyl)sulfonyl]dihydrofuran-2(3H)-one (140 mg, 0.5 mmol) and potassium carbonate (138 mg, 2 mmol) in acetonitrile (4 mL) were heated at 130° C. for 1 hour then 160° C. for a further 1 hour in a microwave reactor. Water was added to the reaction mixture and the phases separated. The aqueous phase was extracted with ethyl acetate (3×20 mL), and the combined organics washed with 1M hydrochloric acid, a saturated sodium bicarbonate solution, brine, dried (MgSO4), filtered and evaporated. The residue was chromatographed on alumina, eluting with 0-10% methanol in DCM, to give the desired compound as a white solid (58 mg).

Aufarbeitung

  1. customthe phases separated
  2. extractionThe aqueous phase was extracted with ethyl acetate (3×20 mL)
  3. washthe combined organics washed with 1M hydrochloric acid
  4. dry with materiala saturated sodium bicarbonate solution, brine, dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was chromatographed on alumina
  8. washeluting with 0-10% methanol in DCM

Quellen und Nachweise

ORD-Eintrag
ord-8ccc8d13c7724b589a92cb1582f18f83
Quelldatensatz
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07943607B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion