HCID 21584293, compound → HCID 21584322, compound

HRID 369951Notes

Reaction equation

HRID 369951 reaction equation
[CH2:1]([CH:3]1[CH2:12][C:11]2[C:6](=[CH:7][C:8]([N+:13]([O-])=O)=[CH:9][CH:10]=2)[CH2:5][NH:4]1)[CH3:2].[ClH:16].C(O)(C)C>CO>[ClH:16].[ClH:16].[CH2:1]([CH:3]1[CH2:12][C:11]2[C:6](=[CH:7][C:8]([NH2:13])=[CH:9][CH:10]=2)[CH2:5][NH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 21584293HCID 21584293, compoundHCID 21912024Isopropanol hydrochloride

Product 1

HCID 21584322HCID 21584322, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a pressure bottle charged with (+)-3-ethyl-7-nitro-1,2,3,4-tetrahydroisoquinoline (3.5 g) dissolved in methanol (100 ml) and saturated isopropanol-HCl (20 ml) was added 10% Pd--C (250 mg), and the reaction was hydrogenated for 1 h. The catalyst was removed by filtration and the solvent evaporated to give (+)-3-ethyl-1,2,3,4-tetrahydroisoquinolin-7-amine dihydrochloride (3.4 g), m.p. 199-200° C., [α]D +68.4° (c 0.976, methanol).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-6ba3460eee2141d29cb3293bf562fbed
Source dataset
uspto-grants-2000_10
Patent number
US06140322

Reaction notes

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