Ethanol → HCID 21070948, compound

HRID 1371510Notes

Reaction equation

HRID 1371510 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:23]=[CH:22][CH:21]=[C:20]3[C:15]=2[CH:16]=[CH:17][N:18]=[CH:19]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:24](O)[CH3:25]>[Pt]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:23]=[CH:22][CH:21]=[C:20]3[C:15]=2[CH2:16][CH2:17][N:18]([CH2:24][CH3:25])[CH2:19]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 702EthanolHCID 21070949tert-Butyl 4-(isoquinolin-5-yl)piperazine-1-carboxylate

Product 1

HCID 21070948HCID 21070948, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Procedure

The compound of Step 2 (200 mg, 0.64 mmol) is dissolved in absolute ethanol (50 mL), and Pt/C 10% catalyst (200 mg) is added. The mixture is pressurized to 45 psi under hydrogen and shaken for about 4 hours at r.t. The mixture is filtered over celite, concentrated and chromatographed on silica gel to give about 68 mg of 5-(4-t-butyloxycarbonylpiperazin-1-yl)-2-ethyl-1,2,3,4-tetrahydroisoquinoline (30%).

Workup

  1. filtrationThe mixture is filtered over celite,
  2. concentrationconcentrated
  3. customchromatographed on silica gel

Sources & evidence

ORD record
ord-e90df2d3e1da4592a1081be2e80cc82e
Source dataset
uspto-grants-2007_01
Patent number
US07157463B2

Reaction notes

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