Hydrochloric Acid → (4R)-4-methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylic acid

HRID 1748250Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1748250
[CH3:1][C@H:2]1[N:7]2[C:8]3[CH:9]=[C:10]([C:15]([O:17]CC)=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[C:6]2[C:5](=[O:20])[NH:4][CH2:3]1.[OH-].[Na+].Cl>C(O)C>[CH3:1][C@H:2]1[N:7]2[C:8]3[CH:9]=[C:10]([C:15]([OH:17])=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[C:6]2[C:5](=[O:20])[NH:4][CH2:3]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67235470ethyl (4R)-4-methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylate

Produkt 1

HCID 67235445(4R)-4-methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylic acidAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

To a solution of ethyl (4R)-4-methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-α]indole-7-carboxylate (1.3 g, 4.8 mmol) in ethanol (60 mL) is added 1M NaOH solution (12 mL, 12 mmol). The reaction mixture is refluxed for 1.5 h. Then the reaction mixture is acidified with 1M HCl and ethanol is removed under vacuum. The resulting solid is filtered, washed with water, and dried to afford the title compound (1.1 g, 98%) as a solid.

Aufarbeitung

  1. temperatureThe reaction mixture is refluxed for 1.5 h
  2. customis removed under vacuum
  3. filtrationThe resulting solid is filtered
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-abce55f5a5ff4a4a94d2de2d14c0c988
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09150577B2

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