HCID 86643134, compound → HCID 67536297, compound

HRID 2383059Notes

Reaction equation

HRID 2383059 reaction equation
[CH:1]1([CH:7]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([CH:17]=[N:18]O)[CH:15]=3)[CH2:10][CH2:9][N:8]2[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CCO.C(O)(=O)C.O.[Pd]>[NH2:18][CH2:17][C:14]1[CH:15]=[C:16]2[C:11]([CH2:10][CH2:9][N:8]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH:7]2[CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:12][CH:13]=1

Participants

4

Reactant 1

HCID 86643134HCID 86643134, compound

Product 1

HCID 67536297HCID 67536297, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 86584229Acetic acid ethanol waterSolvent

Procedure

Tert-butyl 1-cyclohexyl-7-[(hydroxyimino)methyl]-3,4-dihydroisoquinoline-2(1H)-carboxylate (995 mg) was dissolved in EtOH-acetic acid-water (8:1:1, 20 mL). To the reaction mixture was added 10% palladium-supported carbon (480 mg), followed by stirring under a hydrogen atmosphere, at room temperature and normal pressure, for 4 hours. Then, the reaction mixture was filtered through celite and the solvent was evaporated to obtain tert-butyl 7-(aminomethyl)-1-cyclohexyl-3,4-dihydroisoquinoline-2(1H)-carboxylate (956 mg).

Workup

  1. filtrationThen, the reaction mixture was filtered through celite
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-5e323ba842dc42faa3c7529964d1d437
Source dataset
uspto-grants-2012_09
Patent number
US08263607B2

Reaction notes

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