Potassium Carbonate → HCID 19047268, compound

HRID 1780664Notes

Reaction equation

HRID 1780664 reaction equation
C(=O)([O-])[O-].[K+].[K+].[N:7]1([C:13]2[O:14][C:15]3[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=3[N:17]=2)[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.[I:22][CH2:23][CH2:24][CH2:25][CH2:26]I>CN(C=O)C>[I-:22].[O:14]1[C:15]2[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=2[N:17]=[C:13]1[N:7]1[CH2:12][CH2:11][N+:10]2([CH2:26][CH2:25][CH2:24][CH2:23]2)[CH2:9][CH2:8]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 123371,4-DiiodobutaneHCID 6478182-(Piperazin-1-yl)-1,3-benzoxazole

Product 1

HCID 19047268HCID 19047268, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A 245 mg portion of potassium carbonate was added to 300 mg of 2-(1-piperazinyl)benzoxazole which had been dissolved in 5 ml of DMF, and the reaction was carried out for 30 minutes. Under cooling with ice, 0.23 ml of 1,4-diiodobutane was added to the resulting solution, and the reaction was carried out for 1 hour at the same temperature and then for 2 hours at room temperature. The reaction solution was concentrated under a reduced pressure, and the resulting residue was dissolved in 300 ml of dichloromethane and extracted three times with 100 ml of water. Thereafter, the aqueous layers were combined and lyophilized. By purifying the residue by Diaion HP-20 (Mitsubishi Chemicals), 175 mg of the title compound was obtained.

Workup

  1. additionwas added to the resulting solution
  2. waitthe reaction was carried out for 1 hour at the same temperature
  3. waitfor 2 hours at room temperature
  4. concentrationThe reaction solution was concentrated under a reduced pressure
  5. dissolutionthe resulting residue was dissolved in 300 ml of dichloromethane
  6. extractionextracted three times with 100 ml of water
  7. customBy purifying the residue by Diaion HP-20 (Mitsubishi Chemicals)

Sources & evidence

ORD record
ord-c05f7a502244416abf09ae359f5e4f82
Source dataset
uspto-grants-1997_05
Patent number
US05631257

Reaction notes

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