Acetone → HCID 54767922, Verbindung

HRID 472770Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 472770
[NH2:1][C:2]1[C:7]2[C:8]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18]([NH:20][C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=4)=[O:19])=[CH:13][CH:12]=3)=[CH:9][S:10][C:6]=2[C:5]([C:28]2[CH:29]=[N:30][N:31]([CH2:33][CH2:34][OH:35])[CH:32]=2)=[CH:4][N:3]=1.CC(C)=O.[C:40]([OH:52])(=[O:51])[CH2:41][C:42]([CH2:47][C:48]([OH:50])=[O:49])([C:44]([OH:46])=[O:45])[OH:43]>O>[C:40]([OH:52])(=[O:51])[CH2:41][C:42]([CH2:47][C:48]([OH:50])=[O:49])([C:44]([OH:46])=[O:45])[OH:43].[NH2:1][C:2]1[C:7]2[C:8]([C:11]3[CH:12]=[CH:13][C:14]([NH:17][C:18]([NH:20][C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=4)=[O:19])=[CH:15][CH:16]=3)=[CH:9][S:10][C:6]=2[C:5]([C:28]2[CH:29]=[N:30][N:31]([CH2:33][CH2:34][OH:35])[CH:32]=2)=[CH:4][N:3]=1

Komponenten

5

Edukt 3

HCID 180AcetoneHCID 311Citric AcidHCID 46207586Ilorasertib

Produkt 1

HCID 54767922HCID 54767922, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

N-(4-{4-amino-7-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]thieno[3,2-c]pyridin-3-yl}phenyl)-N′-(3-fluorophenyl)urea free base solids (399.87 mg) was added to 20 mL of acetone:water mixture (75:25 v:v) and heated with stirring at 70° C. for 30 minutes. The sample remained as a suspension. Citric acid (1.2 mL, 1 M) solution in water was added with continued stirring at 70° C. At the end of approximately one hour, the sample was almost completely dissolved. The sample was allowed to cool slowly to ambient temperatures overnight. The suspension was filtered through a 0.22 micron PTFE syringe filter. The filtrate was evaporative cooled by applying vacuum. Amorphous material precipitated forming a milky suspension, which turned into a “gummy” material (sticky mass) after several minutes. The sample was sonicated for approximately thirty minutes, upon which crystallization occurred. The crystalline solid was collected by vacuum filtration.

Aufarbeitung

  1. stirringwith continued stirring at 70° C
  2. dissolutionAt the end of approximately one hour, the sample was almost completely dissolved
  3. temperatureto cool slowly to ambient temperatures overnight
  4. filtrationThe suspension was filtered through a 0.22 micron PTFE syringe
  5. filtrationfilter
  6. temperatureThe filtrate was evaporative cooled
  7. customAmorphous material precipitated
  8. customforming a milky suspension, which
  9. waitturned into a “gummy” material (sticky mass) after several minutes
  10. customThe sample was sonicated for approximately thirty minutes, upon which crystallization
  11. filtrationThe crystalline solid was collected by vacuum filtration

Quellen und Nachweise

ORD-Eintrag
ord-9f9a57ba896346e5b08157acf6825e10
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08633217B2

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