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

HRID 1037766Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1037766
[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) to give a red oil. MS m/z (M+H) 309.4.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-f88660a63d5c479f8d1fd956ae733a87
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546579B2

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