Hydrazine hydrate (1:1) → HCID 57973797, compound

HRID 1863945Notes

Reaction equation

HRID 1863945 reaction equation
Cl[C:2]1[C:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[NH:10][C:6]=2[CH:5]=[CH:4][N:3]=1.O.[NH2:18][NH2:19]>COCCO>[NH:18]([C:2]1[C:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[NH:10][C:6]=2[CH:5]=[CH:4][N:3]=1)[NH2:19]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 54883681H-Imidazo(4,5-c)pyridine, 4-chloro-2-phenyl-

Product 1

HCID 57973797HCID 57973797, compound

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A mixture of 130 mg (0.568 mmol) of 4-chloro-2-phenyl-1H-imidazo[4,5-c]pyridine, 0.110 mL (114 mg, 2.4 mmol) of hydrazine hydrate, and 3 mL of 2-methoxyethanol was stirred at reflux for 2 days. The cooled solution was concentrated, and the residue was partitioned between ethyl acetate and water. The organic phase was dried over sodium sulfate, filtered and concentrated to yield the title compound. LC-MS 226 (M+1).

Workup

  1. temperatureat reflux for 2 days
  2. concentrationThe cooled solution was concentrated
  3. customthe residue was partitioned between ethyl acetate and water
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-71f9bb7ff90e40b59fc135cc34fcbcbb
Source dataset
uspto-grants-2009_12
Patent number
US07625888B2

Reaction notes

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