Water → Sitagliptin phosphate monohydrate

HRID 590633

Reaktionsgleichung

Reaktionsgleichung von HRID 590633
[CH:1]1[C:2]([CH2:10][C@@H:11]([NH2:28])[CH2:12][C:13]([N:15]2[CH2:27][C:19]3=[N:20][N:21]=[C:22]([C:23]([F:26])([F:25])[F:24])[N:18]3[CH2:17][CH2:16]2)=[O:14])=[C:3]([F:9])[CH:4]=[C:5]([F:8])[C:6]=1[F:7].C([OH:32])(C)C.O.[P:34](=[O:38])([OH:37])([OH:36])[OH:35]>C(OC(C)C)(=O)C>[CH:1]1[C:2]([CH2:10][C@@H:11]([NH2:28])[CH2:12][C:13]([N:15]2[CH2:27][C:19]3=[N:20][N:21]=[C:22]([C:23]([F:26])([F:25])[F:24])[N:18]3[CH2:17][CH2:16]2)=[O:14])=[C:3]([F:9])[CH:4]=[C:5]([F:8])[C:6]=1[F:7].[OH2:32].[OH:36][P:34]([OH:38])([OH:37])=[O:35]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1004Phosphoric AcidHCID 3776IsopropanolHCID 4369359Sitagliptin

Produkt 1

HCID 11591741Sitagliptin phosphate monohydrate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7915Isopropyl AcetateLösungsmittel2×

Reaktionsbedingungen

Temperatur
76.5 °C

Versuchsvorschrift

10 g Sitagliptin base was charged with 180 ml of isopropyl acetate, 50 ml isopropanol and 5 ml water at 20-25° C. under stirring to get a clear solution, followed by dropwise addition of a solution of 3.4 g phosphoric acid dissolved in 20 ml of isopropyl acetate over a period of 30 minutes. The reaction mixture was stirred for 5 minutes and then refluxed at 76-77° C. for 2 hours. The reaction mixture was cooled gradually to 20-25° C., stirred for 16-18 hours and then filtered, washed with isopropyl acetate and dried in oven under vacuum at 50° C. for 20-24 hours.

Aufarbeitung

  1. customto get a clear solution
  2. stirringThe reaction mixture was stirred for 5 minutes
  3. temperatureThe reaction mixture was cooled gradually to 20-25° C.
  4. stirringstirred for 16-18 hours
  5. filtrationfiltered
  6. washwashed with isopropyl acetate
  7. customdried in oven under vacuum at 50° C. for 20-24 hours

Quellen und Nachweise

ORD-Eintrag
ord-2956fea691c6408f8f24740c89871d71
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09233967B2

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