3-(4-(2-Methoxyphenyl)piperazin-1-yl)propanenitrile → 1-(3-Aminopropyl)-4-(2-methoxyphenyl)piperazine

HRID 365296Notes

Reaction equation

HRID 365296 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][C:17]#[N:18])[CH2:11][CH2:10]1>N.[Rh]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][NH2:18])[CH2:13][CH2:14]1

Participants

4

Reactant 1

HCID 18226043-(4-(2-Methoxyphenyl)piperazin-1-yl)propanenitrile

Product 1

HCID 104672591-(3-Aminopropyl)-4-(2-methoxyphenyl)piperazineYield 86.9%

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 222AmmoniaSolvent

Procedure

A solution of the product of Example 26 (4.4 g, 18 mmol) in concentrated ethanolic ammonia solution (150 ml) was hydrogenated over 5% rhodium on alumina powder (0.6 g) at 50 p.s.i. (about 3.4×105Pa) for 50 h to give the product (3.9 g) as a brown oil.

Sources & evidence

ORD record
ord-b9864ad77a494dd3a63c53c478ce0381
Source dataset
uspto-grants-2000_10
Patent number
US06127357

Reaction notes

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