HCID 19976049, compound → 7-Amino-2-methylcarbonylmethoxy-1,2,3,4-tetrahydroisoquinolin-1-one

HRID 1450275Notes

Reaction equation

HRID 1450275 reaction equation
[CH3:1][C:2]([CH2:4][O:5][N:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][C:10]([N+:16]([O-])=O)=[CH:11][CH:12]=2)[C:7]1=[O:19])=[O:3]>[Pd].CO>[NH2:16][C:10]1[CH:9]=[C:8]2[C:13]([CH2:14][CH2:15][N:6]([O:5][CH2:4][C:2]([CH3:1])=[O:3])[C:7]2=[O:19])=[CH:12][CH:11]=1

Participants

4

Reactant 1

HCID 19976049HCID 19976049, compound

Product 1

HCID 199760607-Amino-2-methylcarbonylmethoxy-1,2,3,4-tetrahydroisoquinolin-1-oneYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution consisting of 2-methylcarbonylmethoxy-7-nitro-1,2,3,4-tetrahydroisoquinolin-1-one (500 mg, 1.9 mmol), 10% palladium on carbon (80 mg) and methanol (70 mL) was hydrogenated at 40 psi for 1 hour. The solution was filtered through Celite® and concentrated to give the title compound (400 mg, 90% yield).

Workup

  1. filtrationThe solution was filtered through Celite®
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-1b526ec6bd9d4131b1919c90f5af2625
Source dataset
uspto-grants-1997_02
Patent number
US05602145

Reaction notes

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