Methanol → (R)-2-(6-Chloro-5-nitro-1-oxoisoquinolin-2(1H)-yl)propanamide

HRID 418488Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 418488
[Cl:1][C:2]1[C:3]([N+:13]([O-:15])=[O:14])=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])O[CH:6]=[CH:5]2.CO.C(N(CC)CC)C.Cl.[NH2:26][C@H:27]([CH3:31])[C:28]([NH2:30])=[O:29]>>[Cl:1][C:2]1[C:3]([N+:13]([O-:15])=[O:14])=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:26]([C@H:27]([CH3:31])[C:28]([NH2:30])=[O:29])[CH:6]=[CH:5]2

Komponenten

5

Edukt 4

HCID 887MethanolHCID 8471TriethylamineHCID 2775814(2R)-2-Aminopropanamide hydrochlorideHCID 595157256-Chloro-5-nitro-1H-isochromen-1-one

Produkt 1

HCID 59515858(R)-2-(6-Chloro-5-nitro-1-oxoisoquinolin-2(1H)-yl)propanamide

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

To a solution of 6-chloro-5-nitro-1H-isochromen-1-one (950 mg, 0.0042 mol) in methanol (30 mL, 0.7 mol) was added triethylamine (0.64 mL, 0.0046 mol) and (R)-2-aminopropanamide hydrochloride (0.58 g, 0.0046 mol). The reaction was heated to 55° C. overnight and the solvent was removed under reduced pressure. The residue was purified by flash chromatography to afford the product as light yellow solid.

Aufarbeitung

  1. customthe solvent was removed under reduced pressure
  2. customThe residue was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ad4264adc4504056827fada3c9089b58
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093265B2

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