Hydrochloric Acid → HCID 15860382, compound

HRID 2297541Notes

Reaction equation

HRID 2297541 reaction equation
Cl.[CH3:2][C:3]1[O:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([N:16]3[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)=[O:15])=[CH:10][CH:9]=2)[N:4]=1.[Cl:22][C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[CH:29]=[C:28]([S:33](Cl)(=[O:35])=[O:34])[CH:27]=[CH:26]2>O1CCOCC1.ClCCl.CN(C)C1C=CN=CC=1>[Cl:22][C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[CH:29]=[C:28]([S:33]([N:19]1[CH2:20][CH2:21][N:16]([C:14]([C:11]3[CH:12]=[CH:13][C:8]([C:5]4[N:4]=[C:3]([CH3:2])[O:7][N:6]=4)=[CH:9][CH:10]=3)=[O:15])[CH2:17][CH2:18]1)(=[O:35])=[O:34])[CH:27]=[CH:26]2

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 106351296-Chloronaphthalene-2-sulfonyl chlorideHCID 86758641HCID 86758641, compound

Product 1

HCID 15860382HCID 15860382, compound

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

The BOC group is cleaved off using 4N HCl in dioxane. A solution of 100 mg of the resulting [4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenyl]piperazin-1-ylmethanone (“A”) and 120 mg of 6-chloronaphthalene-2-sulphonyl chloride in 5 ml of dichloromethane is admixed with 400 mg of 4-dimethylaminopyridine on polystyrene, and the mixture is stirred at room temperature For 18 hours. Filtration and removal of the solvent gives [4-(6-chloronaphthalene-2-sulphonyl)piperazin-1-yl][4-(5-methyl[1,2,4]oxadiazol-3-yl)phenyl]methanone, FAB 497.

Workup

  1. filtrationFiltration and removal of the solvent

Sources & evidence

ORD record
ord-a469573510ee4ded8214fbc77d57defe
Source dataset
uspto-grants-2002_12
Patent number
US06492368B1

Reaction notes

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