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

HRID 2111696Notes

Reaction equation

HRID 2111696 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-467be644cf4b41cca74550ccc3ee2e43
Source dataset
uspto-grants-2009_04
Patent number
US07521445B2

Reaction notes

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