Hydrochloric Acid → HCID 178512012, Verbindung

HRID 659126Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 659126
[O:1]1CCCO[CH:2]1[C:7]1[CH:8]=[C:9]([NH:13][C:14]([C:16]2[CH:17]=[C:18]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:19]=[CH:20][C:21]=2[F:22])=[NH:15])[CH:10]=[CH:11][CH:12]=1.Cl.C([O-])(O)=O.[Na+]>C1COCC1>[F:22][C:21]1[CH:20]=[CH:19][C:18]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[CH:17][C:16]=1[C:14]([NH:13][C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([CH:2]=[O:1])[CH:8]=1)=[NH:15]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 178512007HCID 178512007, Verbindung

Produkt 1

HCID 178512012HCID 178512012, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To acetal (56) (378 mg) in THF (2 mL) was added 1N hydrochloric acid (2 mL) and the reaction mixture stirred at ambient temperature overnight followed by heating to 50° C. for a further 3 hours. The reaction mixture was cooled to 0° C. and neutralised with saturated NaHCO3 solution. The organics were extracted with EtOAc, dried (MgSO4) and the solvent concentrated in vacuo to give the title compound. Yield: 307 mg, 96%; LC-MS tr 1.26 min; HPLC Purity: 71%; MS (ES+) m/z 319 (M+H)

Aufarbeitung

  1. temperatureby heating to 50° C. for a further 3 hours
  2. extractionThe organics were extracted with EtOAc
  3. dry with materialdried (MgSO4)
  4. concentrationthe solvent concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e19e40ad4e0d48dbbf801e1fbba97a7d
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08080567B2

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