Hydrazine → 3-(4-Benzhydryl-2,6-cis-dimethyl-piperazin-1-yl)-propylamine

HRID 1986173Notes

Reaction equation

NN.[CH:3]([N:16]1[CH2:21][C@@H:20]([CH3:22])[N:19]([CH2:23][CH2:24][CH2:25][N:26]2C(=O)C3C(=CC=CC=3)C2=O)[C@@H:18]([CH3:37])[CH2:17]1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C>[CH:3]([N:16]1[CH2:17][C@@H:18]([CH3:37])[N:19]([CH2:23][CH2:24][CH2:25][NH2:26])[C@@H:20]([CH3:22])[CH2:21]1)([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

Conditions

Temperature: 70 °C

Procedure

Hydrazine (1.10 g, 34.2 mmol) is added to a stirred solution of 2-[3-(4-benzhydryl-2,6-cis-dimethylpiperazin-1-yl)-propyl]-isoindole-1,3-dione (1.98 g, 4.28 mmol) in ethanol (70 mL). The mixture is heated at 70° C. for 12 hours to form a suspension. At room temperature the mixture is filtered and the filtrate is concentrated to give 3-(4-benzhydryl-2,6-cis-dimethyl-piperazin-1-yl)-propylamine (1.02 g, 71% yield) as an oil.

Workup

customto form a suspension
filtrationAt room temperature the mixture is filtered
concentrationthe filtrate is concentrated

Sources & evidence

ORD record: ord-90e44b79fe394df58eab7affd889ec66
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07547691B2

Reaction notes

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