1-Methylpiperazine → HCID 13464029, compound

HRID 903894Notes

Reaction equation

HRID 903894 reaction equation
Br[C:2]1[C:12]2[CH:11]=[CH:10][N:9]=[CH:8][C:7]=2[C:6](=[CH2:13])[C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=2[CH:3]=1.[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.CC(C)([O-])C.[K+]>C(O)(C)(C)C>[CH3:18][N:19]1[CH2:24][CH2:23][N:22]([C:3]2[C:4]3[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=3[C:6](=[CH2:13])[C:7]3[CH:8]=[N:9][CH:10]=[CH:11][C:12]=3[CH:2]=2)[CH2:21][CH2:20]1

Participants

5

Reactant 3

HCID 531671-MethylpiperazineHCID 13464028HCID 13464028, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 13464029HCID 13464029, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

A mixture of 5-bromo-11-methylenebenzo[5,6]cyclohepta[1,2-c]pyridine (11.0 g.), 1-methylpiperazine (7.8 ml.), potassium tert.-butoxide (8.4 g.) and tert.-butanol (150 ml.) is heated under reflux for 4 hours. The tert.-butanol is removed in vacuo and the residue is taken up in methylene chloride (600 ml.). The resulting mixture is washed with 10% NaCl solution, saturated NaCl solution, and dried (anhydrous Na2SO4). Filtration and removal of the solvent gives 10.76 g. of dark amber oil.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 4 hours
  3. customThe tert.-butanol is removed in vacuo
  4. washThe resulting mixture is washed with 10% NaCl solution, saturated NaCl solution
  5. dry with materialdried (anhydrous Na2SO4)
  6. filtrationFiltration and removal of the solvent
  7. customgives 10.76 g

Sources & evidence

ORD record
ord-d81c832b41404041ab5288e266f847b3
Source dataset
uspto-grants-1980_10
Patent number
US04229455

Reaction notes

Loading…