Potassium Carbonate → N1-phenacyl-N4-[1-(5-chloro-6-methoxy-2-naphthoyl)ethyl]piperazine dihydrochloride

HRID 2052815Notes

Reaction equation

Br[CH:2]([CH3:18])[C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:16][CH3:17])[C:11]=2[Cl:15])[CH:6]=1)=[O:4].[ClH:19].Cl.[CH2:21]([N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1)[C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:23].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[ClH:15].[ClH:19].[CH2:21]([N:30]1[CH2:35][CH2:34][N:33]([CH:2]([C:3]([C:5]2[CH:14]=[CH:13][C:12]3[C:7](=[CH:8][CH:9]=[C:10]([O:16][CH3:17])[C:11]=3[Cl:15])[CH:6]=2)=[O:4])[CH3:18])[CH2:32][CH2:31]1)[C:22]([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:23]

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 2-bromo-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one (3.8 mmol), N-phenacyl piperazine dihydrochloride (0.89 g, 3.2 mmol) and K2CO3 (1.56 g, 11.2 mmol) in 30 ml of DMF are stirred at 50° C. for 10 h, then was treated according to the general preparation 2 to give compound(IV-19), 1.09 g (61%), M+ 451.

Workup

additionwas treated
customaccording to the general preparation 2
customto give compound(IV-19)

Sources & evidence

ORD record: ord-a42330afe57a44579729ba544260c208
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07326710B2

Reaction notes

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