Methanol → 5-Amino-2-(2-(methylsulfonyl)ethyl)isoquinolin-1(2H)-one

HRID 1037784Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1037784
[CH3:1][S:2]([CH2:5][CH2:6][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])(=[O:4])=[O:3].CO>>[NH2:17][C:13]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:14]=1[CH:15]=[CH:16][N:7]([CH2:6][CH2:5][S:2]([CH3:1])(=[O:4])=[O:3])[C:8]2=[O:20]

Komponenten

3

Edukt 2

HCID 887MethanolHCID 595798122-(2-(Methylsulfonyl)ethyl)-5-nitroisoquinolin-1(2H)-one

Produkt 1

HCID 595796075-Amino-2-(2-(methylsulfonyl)ethyl)isoquinolin-1(2H)-one

Versuchsvorschrift

Into a 250 ml round bottom flask was combined 2-(2-(methylsulfonyl)ethyl)-5-nitroisoquinolin-1(2H)-one (1.20 g, 0.00405 mol) Palladium/C (0.04 g, 0.0004 mol) and methanol (40 mL, 1 mol). The flask was evacuated and purged with hydrogen 3 times. The mixture was stirred at room temperature under hydrogen (1 atm) for three hours. The mixture was filtered over celite and the filtrate was reduced in vacuo. The mixture was purified by column chromatography using a Methanol:methylene chloride (0-10%) gradient. The combined pure fractions were reduced in vacuo to yield the title compound as an off white solid.

Aufarbeitung

  1. customInto a 250 ml round bottom flask was combined
  2. customThe flask was evacuated
  3. custompurged with hydrogen 3 times
  4. filtrationThe mixture was filtered over celite
  5. customThe mixture was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-441c443a234d4a5fb3258bfa1dfe05c5
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546579B2

Notizen zur Reaktion

Wird geladen…