Ethanol → 3-(4-Pyrazolyl)-2-phenylpyrazolo[1,5-a]pyridine

HRID 703976Notes

Reaction equation

HRID 703976 reaction equation
C[N:2]([CH:4]=[C:5]([C:8]1[C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:10][N:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=12)[CH:6]=O)C.O.[NH2:24]N.C(O)C>O>[NH:2]1[CH:4]=[C:5]([C:8]2[C:9]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:10][N:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=23)[CH:6]=[N:24]1

Participants

5

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 543639333-(N,N-dimethylamino)-2-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)acrylaldehyde

Product 1

HCID 151581173-(4-Pyrazolyl)-2-phenylpyrazolo[1,5-a]pyridineYield 81.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-(N,N-dimethylamino)-2-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)acrylaldehyde (0.70 g), hydrazine mono hydrate (0.18 g) and ethanol (7 ml) was refluxed for 4 hours. To the reaction mixture was added water (12 ml), and stirred under ice-cooling. The precipitates were collected and recrystallized from a mixture of ethanol and water to give 3-(4-pyrazolyl)-2-phenylpyrazolo[1,5-a]pyridine (0.51 g).

Workup

  1. temperaturewas refluxed for 4 hours
  2. temperaturecooling
  3. customThe precipitates were collected
  4. customrecrystallized from a mixture of ethanol and water

Sources & evidence

ORD record
ord-e2f196f580fb46a3bca6e169a8b64627
Source dataset
uspto-grants-1991_01
Patent number
US04985444

Reaction notes

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