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Hydrochloric Acid → HCID 178526697, Verbindung

HRID 500788
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 500788
[F:1][C:2]1[CH:30]=[C:29]([N+:31]([O-:33])=[O:32])[CH:28]=[CH:27][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]3[N:15]=[CH:16][N:17](COCC[Si](C)(C)C)[CH:18]=3)[S:13][C:6]=12.Cl>CCO>[F:1][C:2]1[CH:30]=[C:29]([N+:31]([O-:33])=[O:32])[CH:28]=[CH:27][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]3[N:15]=[CH:16][NH:17][CH:18]=3)[S:13][C:6]=12
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 594245697-(2-Fluoro-4-nitrophenoxy)-2-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)thieno[3,2-b]pyridine

Produkt 1

HCID 178526697HCID 178526697, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

To a suspension of 92 (3.3 g, 6.8 mmol) in EtOH (8 ml) was added concentrated HCl (7 ml) and distilled water (4 ml). The mixture was heated at 80-90° C. for 2.5 h, cooled to room temperature and concentrated under reduced pressure. The remaining residue was subjected to azeotropic distillation with EtOH followed by neutralization with saturated aqueous NaHCO3. The solid that precipitated was filtered and washed with water, and the filtrate was extracted with EtOAc. The solid and EtOAc extract were combined, evaporated under reduced pressure and the residue was collected and dried to afford the title compound 93 (2.4 g, 100% yield) as a yellow solid. MS (m/z) 357.0 (M+H).

Aufarbeitung

  1. distillationdistilled water (4 ml)
  2. temperaturecooled to room temperature
  3. concentrationconcentrated under reduced pressure
  4. distillationThe remaining residue was subjected to azeotropic distillation with EtOH
  5. customThe solid that precipitated
  6. filtrationwas filtered
  7. washwashed with water
  8. extractionthe filtrate was extracted with EtOAc
  9. extractionThe solid and EtOAc extract
  10. customevaporated under reduced pressure
  11. customthe residue was collected
  12. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b9f9ac67c32d4ba28dc17f4f1de1d819
Quelldatensatz
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07772247B2

Notizen zur Reaktion

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