Water → D-Tartrate

HRID 991951Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 991951
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]12[C:16](=[O:17])[N:15]([CH2:18][C:19]([F:22])([F:21])[F:20])[C:14](=[O:23])[N:9]1[CH2:10][CH2:11][NH:12][CH2:13]2.O.[C:25]([OH:34])(=[O:33])[C@H:26]([C@@H:28]([C:30]([OH:32])=[O:31])[OH:29])[OH:27]>CC(C)=O>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C@:8]12[C:16](=[O:17])[N:15]([CH2:18][C:19]([F:21])([F:22])[F:20])[C:14](=[O:23])[N:9]1[CH2:10][CH2:11][NH:12][CH2:13]2.[C:30]([C@H:28]([C@@H:26]([C:25]([O-:34])=[O:33])[OH:27])[OH:29])([O-:32])=[O:31]

Komponenten

6

Edukt 3

HCID 962WaterHCID 439655D-Tartaric acidHCID 113364048a-Pyridin-2-ylmethyl-2-(2,2,2-trifluoro-ethyl)-tetrahydro-imidazo[1,5-a]pyrazine-1,3-dione

Produkt 2

HCID 5460284D-TartrateAusbeute 73 %HCID 11537198HCID 11537198, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
56 °C

Versuchsvorschrift

To a solution of 8a-pyridin-2-ylmethyl-2-(2,2,2-trifluoro-ethyl)-tetrahydro-imidazo[1,5-a]pyrazine-1,3-dione (prepared according to the method described in Step 6, 106 g, 0.325 mol) in acetone (2120 mL) and water (212 mL) was added D-tartaric acid (48.46 g, 0.325 mol). White precipitate formed and it was granulated for 3 hours. The solids were collected by suction filtration and washed with acetone. The solvent damp solids were placed in acetone (1000 mL) and stirred at 56° C. overnight. The solids were collected by suction filtration the next morning and dried to give 56 g of the chiral title compound as the D-tartrate salt (73% yield of theory). Chiral HPLC showed an optical purity of 98:2.

Aufarbeitung

  1. customWhite precipitate
  2. customformed
  3. filtrationThe solids were collected by suction filtration
  4. washwashed with acetone
  5. filtrationThe solids were collected by suction filtration the next morning
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d945ea3c449f42c1960c256802d43e9b
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06465651B2

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