Phosphoric Acid → (3-cyano-1H-indol-7-yl)-[4-(4-fluorophenethyl)piperazin-1-yl]-methanone phosphate hydrate

HRID 1929413

Reaktionsgleichung

Reaktionsgleichung von HRID 1929413
[C:1]([C:3]1[C:11]2[C:6](=[C:7]([C:12]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][C:22]4[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=4)[CH2:16][CH2:15]3)=[O:13])[CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=1)#[N:2].[P:29](=[O:33])([OH:32])([OH:31])[OH:30]>C(O)C>[OH2:13].[P:29]([OH:33])([OH:32])([OH:31])=[O:30].[C:1]([C:3]1[C:11]2[C:6](=[C:7]([C:12]([N:14]3[CH2:15][CH2:16][N:17]([CH2:20][CH2:21][C:22]4[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=4)[CH2:18][CH2:19]3)=[O:13])[CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=1)#[N:2]

Komponenten

4

Edukt 2

HCID 1004Phosphoric AcidHCID 6433122Pruvanserin

Produkt 1

HCID 68837267(3-cyano-1H-indol-7-yl)-[4-(4-fluorophenethyl)piperazin-1-yl]-methanone phosphate hydrateAusbeute 187,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

Add (3-cyano-1H-indol-7-yl)-[4-(4-fluorophenethyl)piperazin-1-yl]methanone (1.00 g, 2.66 mmol) and anhydrous ethanol (50 mL) to a flask equipped with a magnetic stir bar, heating mantle, and condenser. Heat the slurry to 65° C. to provide a homogeneous solution. Add a solution of 1 M aqueous phosphoric acid (4 mL, 4 mmol, 1.5 equiv) over 1 minute while maintaining the temperature above 60° C. Remove the heating mantle after the addition is complete, and allow the solution to cool to about 22° C. Precipitate may begin to form when the temperature reaches about 53° C. Stir the slurry for 2.5 hours at about 22° C. Filter the mixture and wash the cake with 5 mL, then 10 mL of ethanol. Dry the solid overnight in a vacuum oven at 50° C. to provide 1.23 g (98% yield) of the title crystal form as a white solid.

Aufarbeitung

  1. customequipped with a magnetic stir bar
  2. temperatureheating mantle
  3. customto provide a homogeneous solution
  4. temperaturewhile maintaining the temperature above 60° C
  5. customRemove the heating mantle
  6. additionafter the addition
  7. temperatureto cool to about 22° C
  8. customto form when the temperature
  9. customreaches about 53° C
  10. filtrationFilter the mixture
  11. washwash the cake with 5 mL
  12. customDry the solid overnight in a vacuum oven at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-f0c5efa6f3a74db78c85c443827feb64
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188087B2

Verknüpfte Notizen

Wird geladen…