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

HRID 1929414

Reaktionsgleichung

Reaktionsgleichung von HRID 1929414
[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]>CC(C)=O>[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 180,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

Add (3-cyano-1H-indol-7-yl)-[4-(4-fluorophenethyl)piperazin-1-yl]methanone (12.00 g 31.9 mmol) and acetone (300 mL) to a 500 mL flask equipped with overhead agitation, heating mantle, and condenser. Heat the slurry to about 55° C. to provide a homogeneous solution. Add a solution of concentrated (86% by weight) phosphoric acid (4.00 g, 35.1 mmol, 1.1 equiv) over 1 minute. The salt may begin to precipitate after approximately half of the phosphoric acid is added. After the addition is complete, heat the mixture to about 55° C. for 2 hours. Remove the heating mantle and allow the slurry to cool to about 22° C. and then stir for 2 hours. Filter the mixture and wash the filter cake twice with 30 mL acetone. Dry the solid for 20 hours in a vacuum oven at about 50° C. to provide 14.15 g (93% yield) of the title crystal form as a white solid. Initially, this process may produce a precipitate that may be gummy, but may become granular upon further stirring.

Aufarbeitung

  1. customequipped with overhead agitation
  2. temperatureheating mantle
  3. customto provide a homogeneous solution
  4. additionAdd a solution
  5. customto precipitate after approximately half of the phosphoric acid
  6. additionis added
  7. additionAfter the addition
  8. temperatureheat the mixture to about 55° C. for 2 hours
  9. customRemove the heating mantle
  10. temperatureto cool to about 22° C.
  11. filtrationFilter the mixture
  12. washwash the filter cake twice with 30 mL acetone
  13. customDry the solid for 20 hours in a vacuum oven at about 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-cf0696b985c24bacaa7b919b79dd43f5
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188087B2

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