Acrylonitrile → 1-(Pyridin-3-yl)-4,5-dihydro-1H-pyrazol-3-amine

HRID 1771255Notes

Reaction equation

HRID 1771255 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[NH:5]([C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1)[NH2:6]>>[N:9]1[CH:10]=[CH:11][CH:12]=[C:7]([N:5]2[CH2:3][CH2:2][C:1]([NH2:4])=[N:6]2)[CH:8]=1

Participants

3

Reactant 2

HCID 7855AcrylonitrileHCID 109095193-Hydrazinopyridine

Product 1

HCID 212723361-(Pyridin-3-yl)-4,5-dihydro-1H-pyrazol-3-amine

Procedure

In a typical reaction, 3-hydrazinopyridine•dihydrochloride and an anhydrous alcohol are introduced into a reaction vessel and the alkoxide base is gradually added. The mixture is stirred and the acrylonitrile is added. The mixture is stirred at about 60° C. until most of the 3-hydrazinopyridine has reacted. The mixture is allowed to cool and the excess base is neutralized with acid. The crude 1-(pyridin-3-yl)-4,5-dihydro-1H-pyrazol-3-amine (9a) is conveniently isolated and purified by standard techniques.

Workup

  1. customhas reacted
  2. temperatureto cool

Sources & evidence

ORD record
ord-aa5afff22f4a4efdbe77940beeadb1ab
Source dataset
uspto-grants-2016_02
Patent number
US09249122B1

Reaction notes

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