HCID 12135181, compound → (7-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-piperidin-4-yl-propyl-amine

HRID 393203Notes

Reaction equation

HRID 393203 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH:18]2[CH2:27][CH2:26][C:25]3[C:20](=[CH:21][C:22]([O:28][CH3:29])=[CH:23][CH:24]=3)[CH2:19]2)[CH2:15][CH2:16][CH3:17])[CH2:10][CH2:9]1)C1C=CC=CC=1>C(O)C.[OH-].[Pd+2].[OH-]>[CH3:29][O:28][C:22]1[CH:21]=[C:20]2[C:25]([CH2:26][CH2:27][CH:18]([N:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[CH2:15][CH2:16][CH3:17])[CH2:19]2)=[CH:24][CH:23]=1

Participants

4

Reactant 1

HCID 12135181HCID 12135181, compound

Product 1

HCID 12135182(7-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-piperidin-4-yl-propyl-amineYield 96%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent2×

Procedure

A solution of (1-benzyl-piperidin-4-yl)-(7-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine (6.86 g, 14.47 mmol) in absolute ethanol (100 mL) was poured onto a slurry of 20% Palladium hydroxide/C (1.4 g) in absolute ethanol (10 mL). The mixture was placed under a hydrogen atmosphere on the Parr shaker at 50 psi for 20 h. The reaction mixture was filtered, and concentrated to give (7-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-piperidin-4-yl-propyl-amine (4.2 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-eda2157cc5534774a444a9739c4fd600
Source dataset
uspto-grants-2004_10
Patent number
US06806278B2

Reaction notes

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