Hydrochloric Acid → HCID 66847784, Verbindung

HRID 1631345Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1631345
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C@@H:9]1[N:13]([C:14]2[CH:19]=[CH:18][N:17]3[N:20]=[CH:21][C:22]([C:23]([O:25]CC)=[O:24])=[C:16]3[N:15]=2)[C:12]([CH3:29])([CH3:28])[CH2:11][CH2:10]1.[OH-].[Na+].Cl>CO.[Cl-].[Na+].O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C@@H:9]1[N:13]([C:14]2[CH:19]=[CH:18][N:17]3[N:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[C:16]3[N:15]=2)[C:12]([CH3:29])([CH3:28])[CH2:11][CH2:10]1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86664571HCID 86664571, Verbindung

Produkt 1

HCID 66847784HCID 66847784, VerbindungAusbeute 97,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

(R)-ethyl 5-(5-(2,5-difluorophenyl)-2,2-dimethylpyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate (136 mg, 0.340 mmol) was dissolved in MeOH (5.0 mL) and 1N NaOH (3.40 mL, 3.40 mmol) was added. The reaction was stirred at ambient temperature for 5 days and then heated at reflux for 4 hours. The reaction mixture was cooled, poured onto a mixture of brine (10 mL) and 2N HCl (5 mL) and extracted with DCM. The combined organic extracts were filtered through PS paper and concentrated to provide the title compound (123 mg, 97% yield) as a beige solid. MS (apci) m/z=373.0 (M+H).

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 4 hours
  3. temperatureThe reaction mixture was cooled
  4. extractionextracted with DCM
  5. filtrationThe combined organic extracts were filtered through PS paper
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-350bd349b06542788116675342a75e2d
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08791123B2

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