HCID 58246369, compound → HCID 58246328, compound

HRID 1850887Notes

Reaction equation

HRID 1850887 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-100fd64147b0487794052f680dd778fd
Source dataset
uspto-grants-2015_02
Patent number
US08957089B2

Reaction notes

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