Tetrahydrofuran → 5-Amino-2-methyl-1(2H)-isoquinolinone

反応式

[CH3:1][N:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[N+:12]([O-])=O)[C:3]1=[O:15].O.O.[Sn](Cl)Cl.O1CCCC1>>[NH2:12][C:8]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:9]=1[CH:10]=[CH:11][N:2]([CH3:1])[C:3]2=[O:15]

参加物

反応物 3

HCID 8028Tetrahydrofuran

HCID 61436Stannous chloride dihydrate

HCID 3118562-Methyl-5-nitro-2H-isoquinolin-1-one

生成物 1

HCID 122203445-Amino-2-methyl-1(2H)-isoquinolinone

実験手順

2-Methyl-5-nitro-2H-isoquinolin-1-one (0.69 g, 0.0032 mol) and tin dichloride dihydrate (2 g, 0.01 mol) were stirred in tetrahydrofuran (10 mL, 0.1 mol) at room temperature overnight. The mixture was purified via flash chromatography (40 g of silica gel, 50% EtOAc/Hexanes) to give a brown solid. MS m/z (M+H) 174.9.