Water → HCID 67500088, Verbindung

HRID 1631317Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1631317
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C@H:9]1[CH2:13][CH2:12][CH2:11][N:10]1[C:14]1[CH:19]=[CH:18][N:17]2[N:20]=[CH:21][C:22]([C:23]#[N:24])=[C:16]2[N:15]=1.[OH:25]S(O)(=O)=O.O.CCCCCC>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C@H:9]1[CH2:13][CH2:12][CH2:11][N:10]1[C:14]1[CH:19]=[CH:18][N:17]2[N:20]=[CH:21][C:22]([C:23]([NH2:24])=[O:25])=[C:16]2[N:15]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 8058HexaneHCID 67500871(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

Produkt 1

HCID 67500088HCID 67500088, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The product from Step B (3.00 g, 8.85 mmol) was added in small portions over 5 minutes to concentrated H2SO4 (30 mL) and the mixture was stirred at ambient temperature for 2 hours (homogeneous after 5 minutes). The solution was slowly added to chilled H2O (300 mL) with stirring and the mixture was extracted with EtOAc. The combined EtOAc portions were washed with H2O, 1M Na2CO3 and saturated NaCl. The EtOAc solution was dried over MgSO4/activated carbon, filtered through a packed Celite pad and concentrated to give a white foam. The foam was dissolved in minimal CH2Cl2 and hexane was added to induce formation of a white precipitate. The mixture was concentrated to provide the title compound as a flowing white solid after drying in vacuum (2.80 g, 92%). MS (apci) m/z=344.1 (M+H).

Aufarbeitung

  1. additionThe solution was slowly added
  2. stirringwith stirring
  3. extractionthe mixture was extracted with EtOAc
  4. washThe combined EtOAc portions were washed with H2O, 1M Na2CO3 and saturated NaCl
  5. dry with materialThe EtOAc solution was dried over MgSO4/activated carbon
  6. filtrationfiltered through a packed Celite pad
  7. concentrationconcentrated
  8. customto give a white foam
  9. concentrationThe mixture was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-2571c129347b46d5a1f87e5fd8ac187b
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08791123B2

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