Ethanol → HCID 3028863, compound

HRID 1632311Notes

Reaction equation

HRID 1632311 reaction equation
C(O)C.[N:4]1([CH2:10][CH2:11][N:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]([N:21]3C(=O)C4=CC=CC=C4C3=O)=[N:13]2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.NN>O>[N:4]1([CH2:10][CH2:11][N:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]([NH2:21])=[N:13]2)[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1

Participants

5

Reactant 3

HCID 702EthanolHCID 9321HydrazineHCID 23324120HCID 23324120, compound

Product 1

HCID 3028863HCID 3028863, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 70 ml of ethyl alcohol was added 3.23 g of 1-(2-piperidinoethyl)-3-phthalimidoindazole. To the mixture was added 2.5 g of 85% hydrazine under cooling with ice and the mixture was stirred for 3 hours under cooling with ice. The reaction mixture was filtered and the filtrate was condensed under reduced pressure. The condensed residue was added with 20 ml of water and extracted with chloroform. The chloroform layer was extracted with 2N-hydrochloric acid and the pH of the layer was adjusted to 10 with potassium carbonate. The layer was extracted with chloroform. The chloroform layer was dried with anhydrous sodium sulfate and chloroform was removed under reduced pressure to give 1.28 g of 1-(2-piperidinoethyl)-3-aminoindazole in a yield of 66%.

Workup

  1. temperatureunder cooling with ice
  2. temperatureunder cooling with ice
  3. filtrationThe reaction mixture was filtered
  4. customcondensed under reduced pressure
  5. extractionextracted with chloroform
  6. extractionThe chloroform layer was extracted with 2N-hydrochloric acid
  7. extractionThe layer was extracted with chloroform
  8. dry with materialThe chloroform layer was dried with anhydrous sodium sulfate and chloroform
  9. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-a75ee60939af4008a1222284252cc5aa
Source dataset
uspto-grants-1984_10
Patent number
US04474964

Reaction notes

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