Piperazine → HCID 19605480, compound

HRID 1603600Notes

Reaction equation

HRID 1603600 reaction equation
Br[C:2]1[CH:7]=[C:6]([S:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)(=[O:10])=[O:9])[CH:5]=[C:4]([Br:21])[N:3]=1.[NH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.C(N(CC)CC)C>O1CCOCC1>[Br:21][C:4]1[N:3]=[C:2]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:7]=[C:6]([S:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)(=[O:10])=[O:9])[CH:5]=1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 8471TriethylamineHCID 19605520HCID 19605520, compound

Product 1

HCID 19605480HCID 19605480, compoundYield 62.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.222 g (0.0005 mol) of 2,6-dibromo-4-(3-trifluoromethylbenzenesulphonyl)-pyridine was dissolved in 10 ml of dioxan and treated with 0.047 g (0.00055 mol) of piperazine and 0.7 ml of triethylamine. The mixture was stirred at room temperature for 20 hrs. and subsequently at 40° C. for 3 hrs., the solvent was then removed and the residue was chromatographed on silica gel with 5% methanol in dichloromethane. There was obtained 0.14 g (62%) of 1-[6-bromo-4-(3-trifluoromethylbenzenesulphonyl)-pyridin-2-yl]-piperazine as yellow crystals; m.p.: 160-162° C.

Workup

  1. waitand subsequently at 40° C. for 3 hrs
  2. custom, the solvent was then removed
  3. customthe residue was chromatographed on silica gel with 5% methanol in dichloromethane

Sources & evidence

ORD record
ord-e7ee79a48de84c31b35b86ca28bb32ee
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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