Methanol → (S)-2-(5-Nitro-1-oxoisoquinolin-2(1H)-yl)propanamide

HRID 1161196Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1161196
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7]O[C:9]2=[O:14])([O-:3])=[O:2].CO.C(N(CC)CC)C.Br.[NH2:25][C@@H:26]([CH3:30])[C:27]([NH2:29])=[O:28]>>[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:25]([C@@H:26]([CH3:30])[C:27]([NH2:29])=[O:28])[C:9]2=[O:14])([O-:3])=[O:2]

Komponenten

5

Edukt 4

HCID 887MethanolHCID 8471TriethylamineHCID 100127605-nitro-1H-isochromen-1-oneHCID 18632422L-Alaninamide--hydrogen bromide (1/1)

Produkt 1

HCID 59515862(S)-2-(5-Nitro-1-oxoisoquinolin-2(1H)-yl)propanamide

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 5-nitro-isochromen-1-one (1.5 g, 0.0078 mol) in methanol (20 mL, 0.4 mol) was added triethylamine (2 mL, 0.02 mol) and (S)-2-aminopropanamide hydrobromide (1.6 g, 0.0094 mol) and the resulting mixture was heated at 50° C. overnight. The reaction mixture was cooled to room temperature wherein the product precipitated out. The precipitate was filtered and dried to yield the pure product as a yellow solid. MS m/z=262.2 (M+H).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature wherein the product
  2. customprecipitated out
  3. filtrationThe precipitate was filtered
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-4e408e9ae0ec46bfbc15328dc4e66ee2
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07816371B2

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