HCID 58246369, compound → HCID 58246328, compound

HRID 242107Notes

Reaction equation

HRID 242107 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2([C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([OH:22])[CH:20]=4)[CH2:15][CH2:14][N:13]=3)[CH2:11][CH2:10][CH2:9]2)[CH:5]=[CH:4][CH:3]=1>CO.[Pd]>[N:7]1[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=1[C:8]1([CH:12]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([OH:22])[CH:20]=3)[CH2:15][CH2:14][NH:13]2)[CH2:9][CH2:10][CH2:11]1

Participants

4

Reactant 1

HCID 58246369HCID 58246369, compound

Product 1

HCID 58246328HCID 58246328, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-[1-(6-Chloropyridin-2-yl)cyclobutyl]-3,4-dihydroisoquinolin-7-ol (1.93 g, 6.17 mmol) were dissolved in methanol (100 ml) under an atmosphere of nitrogen. 10% Pd/C (0.19 g) were added and the reaction mixture stirred at room temperature under an atmosphere of hydrogen for 48 hours. The catalyst was removed by filtration and the solvent was evaporated in vacuo. The crude product was used without further purification for the next step. Yield: 1.75 g (5.52 mmol, 90%).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated in vacuo
  3. customThe crude product was used without further purification for the next step

Sources & evidence

ORD record
ord-7621658c8aa845a6bad26bdc0d7ef3d9
Source dataset
uspto-grants-2014_02
Patent number
US08653100B2

Reaction notes

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