Hydrochloric Acid → 1-{2-[(3S,4R)-4-amino-3-hydroxy-1-piperidinyl]ethyl}-7-(methyloxy)-1,5-naphthyridin-2(1H)-one Dihydrochloride

HRID 657031Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 657031
[OH:1][C@@H:2]1[C@H:7]([NH:8]C(=O)OC(C)(C)C)[CH2:6][CH2:5][N:4]([CH2:16][CH2:17][N:18]2[C:27]3[C:22](=[N:23][CH:24]=[C:25]([O:28][CH3:29])[CH:26]=3)[CH:21]=[CH:20][C:19]2=[O:30])[CH2:3]1.[ClH:31]>C(Cl)Cl.O1CCOCC1>[ClH:31].[ClH:31].[NH2:8][C@@H:7]1[CH2:6][CH2:5][N:4]([CH2:16][CH2:17][N:18]2[C:27]3[C:22](=[N:23][CH:24]=[C:25]([O:28][CH3:29])[CH:26]=3)[CH:21]=[CH:20][C:19]2=[O:30])[CH2:3][C@@H:2]1[OH:1]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 585793851,1-Dimethylethyl ((3S,4R)-3-hydroxy-1-{2-[7-(methyloxy)-2-oxo-1,5-naphthyridin-1(2H)-yl]ethyl}-4-piperidinyl)carbamate

Produkt 1

HCID 674985761-{2-[(3S,4R)-4-amino-3-hydroxy-1-piperidinyl]ethyl}-7-(methyloxy)-1,5-naphthyridin-2(1H)-one Dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

1,1-dimethylethyl ((3S,4R)-3-hydroxy-1-{2-[7-(methyloxy)-2-oxo-1,5-naphthyridin-1(2H)-yl]ethyl}-4-piperidinyl)carbamate (223 mg) was dissolved in DCM (2 ml) and the solution was treated with 4M hydrogen chloride in 1,4-dioxane (2 ml). Effervescence and formation of a precipitate was observed. After 2 h, the solvents were removed under reduced pressure and the residue was dried under reduced pressure overnight, to give the title compound as a pale yellow solid (209 mg).

Aufarbeitung

  1. customthe solvents were removed under reduced pressure
  2. customthe residue was dried under reduced pressure overnight

Quellen und Nachweise

ORD-Eintrag
ord-88deeb57c9d54af9aa3f8d105ec52aa7
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071592B2

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