HCID 86653007, compound → HCID 66869174, compound

HRID 242106Notes

Reaction equation

HRID 242106 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2([CH:12]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([O:22][CH2:23][CH2:24][NH:25][S:26]([CH2:29][CH2:30][CH3:31])(=[O:28])=[O:27])[CH:20]=4)[CH2:15][CH2:14][NH:13]3)[CH2:11][CH2:10][CH2:9]2)[CH:5]=[CH:4][CH:3]=1>CO.[Pd]>[ClH:1].[ClH:1].[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]([O:22][CH2:23][CH2:24][NH:25][S:26]([CH2:29][CH2:30][CH3:31])(=[O:28])=[O:27])[CH:20]=3)[CH2:15][CH2:14][NH:13]2)[CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 1

HCID 86653007HCID 86653007, compound

Product 1

HCID 66869174HCID 66869174, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-[2-({1-[1-(6-Chloropyridin-2-yl)cyclobutyl]-1,2,3,4-tetrahydroisoquinolin-7-yl}oxy)ethyl]propane-1-sulfonamide (9 mg) were dissolved in methanol (1 ml). 10% Palladium on charcoal (5 mg) was added and the reaction mixture was stirred under an atmosphere of hydrogen at room temperature for 36 hours. The catalyst was removed by filtration and washed with methanol. The solvent was evaporated in vacuo. 5N isopropanolic hydrochloric acid (0.5 ml) was added. The solvent was evaporated in vacuo. Yield: 9 mg.

Workup

  1. customThe catalyst was removed by filtration
  2. washwashed with methanol
  3. customThe solvent was evaporated in vacuo
  4. addition5N isopropanolic hydrochloric acid (0.5 ml) was added
  5. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-313e6564522944f59a9ed75aac5f3e3d
Source dataset
uspto-grants-2014_02
Patent number
US08653100B2

Reaction notes

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