HCID 21070956, compound → tert-Butyl 4-(1,2,3,4-tetrahydroisoquinolin-8-yl)piperazine-1-carboxylate

HRID 1371512Notes

Reaction equation

HRID 1371512 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:23]=2[CH:22]=[N:21][CH:20]=[CH:19]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)(C)C.[Pt]=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:23]=2[CH2:22][NH:21][CH2:20][CH2:19]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 21070956HCID 21070956, compound

Product 1

HCID 21070954tert-Butyl 4-(1,2,3,4-tetrahydroisoquinolin-8-yl)piperazine-1-carboxylateYield 70%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 3776IsopropanolSolvent

Procedure

The compound of Step 2 (2.8 g, 8.93 mmol) is dissolved in isopropanol (120 mL), and platinum oxide (1 g) is added. The mixture is pressurized to 45 psi under hydrogen and allowed to react for about 12 hours. The mixture is filtered, concentrated and chromatographed to give about 1.98 g of 8-(4-t-butyloxycarbonyl-piperazin-1-yl)-1,2,3,4-tetrahydroisoquinoline (70%).

Workup

  1. customto react for about 12 hours
  2. filtrationThe mixture is filtered
  3. concentrationconcentrated
  4. customchromatographed

Sources & evidence

ORD record
ord-2fcaf147f5c3409eabb85a02349d2354
Source dataset
uspto-grants-2007_01
Patent number
US07157463B2

Reaction notes

Loading…