HCID 21345775, compound → 4-(4-Propylpiperazin-1-yl)aniline

HRID 1011270Notes

Reaction equation

HRID 1011270 reaction equation
[CH2:1]([N:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)[CH2:2][CH:3](C)C.[N+](C1C=CC(N2CCN(CCC)CC2)=CC=1)([O-])=O>[Pd]>[CH2:1]([N:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 21345775HCID 21345775, compoundHCID 242791864-(4-Isopentylpiperazin-1-yl)aniline

Product 1

HCID 91615414-(4-Propylpiperazin-1-yl)aniline

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Using the method described above for the synthesis of 4-(4-isopentylpiperazin-1-yl)aniline, treatment of 1-(4-nitrophenyl)-4-propylpiperazine (1.0 g, 4.01 mmol) with H2 and 10% Pd/C provided crude 4-(4-propylpiperazin-1-yl)aniline (0.99 g, 118% recovery due to incomplete removal of the solvent, >80% purity as determined by LC/MS analysis @ UV 254 nm detection,). The crude product is used in the next step without further purification. LCMS-ESI (m/z): calcd for C13H21N3, 219; [M+H]+ found, 220.

Sources & evidence

ORD record
ord-ae7e477ef0ef4c13a212cb7852edd337
Source dataset
uspto-grants-2011_07
Patent number
US07977352B2

Reaction notes

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