Hydrazine hydrate (1:1) → 3-(3-Pyridinyl)-1h-pyrazole-1-butanamine

HRID 432943Notes

Reaction equation

HRID 432943 reaction equation
O.NN.[N:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:14]=[CH:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][N:19]3C(=O)C4C(=CC=CC=4)C3=O)[N:11]=2)[CH:5]=1>C(O)C>[N:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:14]=[CH:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][NH2:19])[N:11]=2)[CH:5]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 121166052-[4-[3-(3-Pyridinyl)-1h-pyrazol-1-yl]butyl]-1h-isoindole-1,3(2h)-dione

Product 1

HCID 98373083-(3-Pyridinyl)-1h-pyrazole-1-butanamineYield 68.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7 ml of hydrazine hydrate is added to a suspension containing 450 ml of ethanol and 22.33 g of the product of Stage A. The reaction medium is taken to reflux for 15 hours. The ethanol is evaporated off, the reaction mixture is agitated with 200 ml of ethyl acetate, washed with salt water, dried, filtered and concentrated. In this way 9.60 g of sought product is obtained.

Workup

  1. temperatureto reflux for 15 hours
  2. customThe ethanol is evaporated off
  3. washwashed with salt water
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-3f9ddcc8db7944e1a55d73e958acb6a4
Source dataset
uspto-grants-2003_12
Patent number
US06664398B2

Reaction notes

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