1-(2-Methoxyphenyl)piperazine → 1-(2-Methoxyphenyl)-4-[3-(cycloheptanecarbonyl)-3-(phenyl)propyl]piperazine

HRID 496901Notes

Reaction equation

HRID 496901 reaction equation
[CH:1]1([C:8]([CH:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:11][CH:12]=O)=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:20][O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1.[Na]>>[CH3:20][O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]1[CH2:33][CH2:32][N:31]([CH2:12][CH2:11][CH:10]([C:8]([CH:1]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:9])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:30][CH2:29]1

Participants

4

Reactant 3

HCID 13461-(2-Methoxyphenyl)piperazineHCID 5360545SodiumHCID 222441043-Cycloheptanecarbonyl-3-phenylpropionaldehyde

Product 1

HCID 155240301-(2-Methoxyphenyl)-4-[3-(cycloheptanecarbonyl)-3-(phenyl)propyl]piperazineYield 70.3%

Procedure

Following the procedures described in the Example 1, Step C, the reaction of 3-cycloheptanecarbonyl-3-phenylpropionaldehyde (2.52 mmol) and 1-(2-methoxyphenyl)piperazine (2.52 mmol) with sodium triacetoxyboranehydride (3.28 mmol) gave pure product 1-(2-methoxyphenyl)-4-[3-(cycloheptanecarbonyl)-3-(phenyl)propyl]piperazine (770 mg) in 70% yield. The dihydrochloric acid salt was prepared as described above.

Sources & evidence

ORD record
ord-d039accfa37249e2a0b6d55970e8bc69
Source dataset
uspto-grants-2005_09
Patent number
US06946579B2

Reaction notes

Loading…