Hydrochloric Acid → Methyl (4R)-4-[(7-methoxy-2-oxo-6-vinyl-1,2-dihydroquinolin-4-yl)oxy]-L-prolinate hydrochloride

HRID 1423375Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1423375
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:14][C@H:15]3[CH2:19][N:18](C(OC(C)(C)C)=O)[C@H:17]([C:27]([O:29][CH3:30])=[O:28])[CH2:16]3)=[CH:8][C:9](=[O:13])[NH:10]2)=[CH:5][C:4]=1[CH:31]=[CH2:32].[ClH:33]>>[ClH:33].[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:14][C@H:15]3[CH2:19][NH:18][C@H:17]([C:27]([O:29][CH3:30])=[O:28])[CH2:16]3)=[CH:8][C:9](=[O:13])[NH:10]2)=[CH:5][C:4]=1[CH:31]=[CH2:32]

Komponenten

3

Edukt 2

HCID 313Hydrochloric AcidHCID 592799081-tert-butyl 2-methyl (2S,4R)-4-[(7-methoxy-2-oxo-6-vinyl-1,2-dihydroquinolin-4-yl)oxy]pyrrolidine-1,2-dicarboxylate

Produkt 1

HCID 86643488Methyl (4R)-4-[(7-methoxy-2-oxo-6-vinyl-1,2-dihydroquinolin-4-yl)oxy]-L-prolinate hydrochloride

Versuchsvorschrift

To the product from Step 3, 1-tert-butyl 2-methyl (2S,4R)-4-[(7-methoxy-2-oxo-6-vinyl-1,2-dihydroquinolin-4-yl)oxy]pyrrolidine-1,2-dicarboxylate (2.02 g, 4.54 mmol) was added HCl (4M in dioxane) (22.72 ml, 91 mmol) at r.t. After 1.5 h, the solvent was removed in vacuo. The residue was taken up in Et2O and the solvent was removed in vacuo to yield 1.73 (99%) g of the title compound as a tan solid. LRMS ESI+ (M+H)+ 345.4.

Aufarbeitung

  1. customthe solvent was removed in vacuo
  2. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-042f8635dd4549ccb633492c865ba8a6
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08927569B2

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