1-(3-Chlorophenyl)piperazine monohydrochloride → HCID 178461364, compound

HRID 501284Notes

Reaction equation

HRID 501284 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9]([C@@H:11]2[CH2:13][C@H:12]2[CH2:14]OS(C)(=O)=O)=[O:10])[CH2:4][CH2:3]1.Cl.[Cl:21][C:22]1[CH:23]=[C:24]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[CH:25]=[CH:26][CH:27]=1>C(#N)C>[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9]([C@@H:11]2[CH2:13][C@H:12]2[CH2:14][N:31]2[CH2:30][CH2:29][N:28]([C:24]3[CH:25]=[CH:26][CH:27]=[C:22]([Cl:21])[CH:23]=3)[CH2:33][CH2:32]2)=[O:10])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 256811-(3-Chlorophenyl)piperazine monohydrochlorideHCID 178505300HCID 178505300, compound

Product 1

HCID 178461364HCID 178461364, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Reflux a solution of methane sulfonic acid 2-(trans-4-methyl-cyclohexylcarbamoyl)-trans-cyclopropylmethyl ester (Example 11d) (30.0 mg, 0.1 mmol), 1-(3-chloro-phenyl)-piperazine hydrochloride (29.0 mg, 0.13 mmol) triethylamine (0.05 mL, 0.4 mmol) in acetonitrile (5 ml) for 15 h. Concentrate the reaction mixture under vacuum and chromatograph the residue over silica gel to obtain 11.3 mg (28%) of solid, LC/MS, m/z=390 (M+H)+.

Workup

  1. concentrationConcentrate the reaction mixture under vacuum and chromatograph the residue over silica gel

Sources & evidence

ORD record
ord-4ed63e670f8a4d2d89cf4e8a68715f96
Source dataset
uspto-grants-2010_08
Patent number
US07772252B2

Reaction notes

Loading…