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Methanol → (S)-2-(5-Amino-1-oxoisoquinolin-2(1H)-yl)-3-hydroxypropanamide

HRID 1161209
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1161209
[OH:1][CH2:2][C@H:3]([N:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[N+:17]([O-])=O)[C:8]1=[O:20])[C:4]([NH2:6])=[O:5].CO>[Pd]>[NH2:17][C:13]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:14]=1[CH:15]=[CH:16][N:7]([C@@H:3]([CH2:2][OH:1])[C:4]([NH2:6])=[O:5])[C:8]2=[O:20]
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Komponenten

4

Edukt 2

HCID 887MethanolHCID 59515781(S)-3-Hydroxy-2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)propanamide

Produkt 1

HCID 59515818(S)-2-(5-Amino-1-oxoisoquinolin-2(1H)-yl)-3-hydroxypropanamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

A round bottom flask (250 mL) was charged with (S)-3-hydroxy-2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)propanamide (0.2 g, 0.0007 mol) and methanol (20 mL, 0.5 mol) and palladium, 10% weight on charcoal (0.02 g, 0.0001 mol) was added and the flask was evacuated of air with the aid of vaccum and the reaction was stirred under an atmosphere of hydrogen (1 atm) with the aid of a balloon. The reaction was stirred for 45 minutes, in which time the reaction was complete. The reaction was filtered and the solvent removed under reduced pressure to yield the pure product as a light yellow solid. MS m/z=248.3 (M+H).

Aufarbeitung

  1. additionwas added
  2. customthe flask was evacuated of air with the aid of vaccum
  3. stirringThe reaction was stirred for 45 minutes, in which time the reaction
  4. filtrationThe reaction was filtered
  5. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6d528be8c6e3451aaf539c3840ff55a5
Quelldatensatz
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07816371B2

Notizen zur Reaktion

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