Tetrahydrofuran → 5-Amino-2-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-2H-isoquinolin-1-one

HRID 1624984Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1624984
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][N:12]3[CH:21]=[CH:20][C:19]4[C:14](=[CH:15][CH:16]=[CH:17][C:18]=4[N+:22]([O-])=O)[C:13]3=[O:25])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.O.O.[Sn](Cl)Cl.O1CCCC1>>[NH2:22][C:18]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:19]=1[CH:20]=[CH:21][N:12]([CH2:11][C:9]1[CH:8]=[CH:7][C:6]3[O:1][CH2:2][CH2:3][O:4][C:5]=3[CH:10]=1)[C:13]2=[O:25]

Komponenten

4

Edukt 3

HCID 8028TetrahydrofuranHCID 61436Stannous chloride dihydrateHCID 582704062-(2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-5-nitro-2H-isoquinolin-1-one

Produkt 1

HCID 582704495-Amino-2-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-2H-isoquinolin-1-one

Versuchsvorschrift

2-(2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-5-nitro-2H-isoquinolin-1-one (0.9 g, 0.002 mol), tin dichloride dihydrate (2 g, 0.009 mol) were stirred in tetrahydrofuran (10 mL, 0.1 mol) at room temperature for 20 hours. The volatiles were removed and the residue was purified via flash column chromatography (40 g of silica gel, 50% EtOAc/Hexanes) gave a red oil. MS m/z (M+H) 309.2.

Aufarbeitung

  1. customThe volatiles were removed
  2. customthe residue was purified via flash column chromatography (40 g of silica gel, 50% EtOAc/Hexanes)
  3. customgave a red oil

Quellen und Nachweise

ORD-Eintrag
ord-07fa68cc36d04975b85050257cab5bfb
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08779144B2

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