Hydrazine → HCID 20667710, compound

HRID 2292777Notes

Reaction equation

HRID 2292777 reaction equation
[NH2:1][NH2:2].CO[C:5](=[O:30])[CH2:6][CH2:7][NH:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]([CH3:25])=[C:12]2[CH2:26][C:27]([NH2:29])=[O:28]>CO.O>[NH2:29][C:27](=[O:28])[CH2:26][C:12]1[C:11]2[C:15](=[CH:16][CH:17]=[C:9]([NH:8][CH2:7][CH2:6][C:5]([NH:1][NH2:2])=[O:30])[CH:10]=2)[N:14]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:13]=1[CH3:25]

Participants

5

Reactant 2

HCID 9321HydrazineHCID 10691130HCID 10691130, compound

Product 1

HCID 20667710HCID 20667710, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Hydrazine was added to 151 mg (0.4 mmol) of 3-[[3-(2-amino-2-oxoethyl)-2-methyl-1-(phenylmethyl)-1H-indol-5-yl]amino]propanoic acid methyl ester in 5 mL of MeOH and the mixture heated at reflux for 1.0 hour and stirred at room temperature for 16 hours. After diluting with water, the mixture was extracted with EtOAc, the EtOAc solution washed with saturated NaCl solution, dried (MgSO4) and concentrated at reduced pressure.

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 1.0 hour
  3. extractionthe mixture was extracted with EtOAc
  4. washthe EtOAc solution washed with saturated NaCl solution
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated at reduced pressure

Sources & evidence

ORD record
ord-7f9910936dd14b38a340d43272c0ce82
Source dataset
uspto-grants-1997_11
Patent number
US05684034

Reaction notes

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