1-(2-Pyridyl)piperazine → HCID 70055114, compound

HRID 1941228Notes

Reaction equation

HRID 1941228 reaction equation
[CH3:1][C:2]1[C:11]2[O:10][C:9](S)=[CH:8][C:7](=[O:13])[C:6]=2[CH:5]=[CH:4][C:3]=1[O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1>CC1C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1>[CH3:1][C:2]1[C:11]2[O:10][C:9]([N:31]3[CH2:32][CH2:33][N:28]([C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][N:22]=4)[CH2:29][CH2:30]3)=[CH:8][C:7](=[O:13])[C:6]=2[CH:5]=[CH:4][C:3]=1[O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 2

HCID 944591-(2-Pyridyl)piperazineHCID 21460041HCID 21460041, compound

Product 1

HCID 70055114HCID 70055114, compoundYield 84.5%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 1140TolueneSolvent

Procedure

Part B: 8-Methyl-7-(phenylmethoxy)-2-mercapto-4H-1-benzopyran-4-one (2.0 g, 6.7 mmol), 1-(2-pyridyl)piperazine (1.19 g, 7.3 mmol) and TsOH (25 mg) is added to toluene and heated at reflux for 20 hours. The reaction temperature is lowered to room temperature and the toluene removed in vacuo. The resulting dark oil is diluted with EtOAc and the resulting crystals collected on a filter to afford 2.42 g of product. MP 148°-9° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 20 hours
  3. customis lowered to room temperature
  4. customthe toluene removed in vacuo
  5. additionThe resulting dark oil is diluted with EtOAc
  6. customthe resulting crystals collected on
  7. filtrationa filter

Sources & evidence

ORD record
ord-3c02d271afb74acf9847401a12f8245c
Source dataset
uspto-grants-1997_12
Patent number
US05703075

Reaction notes

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