HCID 21190235, compound → HCID 21190113, compound

HRID 619459Notes

Reaction equation

HRID 619459 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[CH:12]=[CH:11][CH:10]=[C:9]3[N:5]2[C:6]=1[C:7](=[O:31])[N:8]3[CH2:13][CH2:14][C:15]([CH3:30])([CH3:29])[CH2:16][CH2:17][N:18]1C(=O)C2=CC=CC=C2C1=O>C(O)C>[CH3:1][C:2]1[N:3]=[C:4]2[CH:12]=[CH:11][CH:10]=[C:9]3[N:5]2[C:6]=1[C:7](=[O:31])[N:8]3[CH2:13][CH2:14][C:15]([CH3:29])([CH3:30])[CH2:16][CH2:17][NH2:18]

Participants

3

Reactant 1

HCID 21190235HCID 21190235, compound

Product 1

HCID 21190113HCID 21190113, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 1.25 g (3.0 mmol) of 1,2-dihydro-3-methyl-[3,3-dimethyl-5-(phthalimido)pentan-1-yl]-1,4,7b-triazacyclopent[cd]inden-2-one in 30 ml of ethanol was added, at room temperature, 0.44 ml (9.0 mmol) of hydrazinemonohydrate. The mixture was heated under reflux. The reaction mixture was cooled, and the resulting precipitates were filtered off. The solvent was distilled off. The residue was dissolved in chloroform. The solution was washed with a saturated aqueous solution of sodium hydrogencarbonate, dried, distilled off the solvent to give 1,2-dihydro-3-methyl-1-[3,3-dimethyl-5-(amino)pentan-1-yl]-1,4,7b-triazacyclopent[cd]inden-2-one.

Workup

  1. additionwas added, at room temperature
  2. temperatureThe mixture was heated
  3. temperatureunder reflux
  4. temperatureThe reaction mixture was cooled
  5. customthe resulting precipitates
  6. filtrationwere filtered off
  7. distillationThe solvent was distilled off
  8. dissolutionThe residue was dissolved in chloroform
  9. washThe solution was washed with a saturated aqueous solution of sodium hydrogencarbonate
  10. customdried
  11. distillationdistilled off the solvent

Sources & evidence

ORD record
ord-6ae3eda32b024ca79c3c917d3d33c8f1
Source dataset
uspto-grants-1999_09
Patent number
US05958942

Reaction notes

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