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

HRID 1497306Notes

Reaction equation

HRID 1497306 reaction equation
Cl.Cl.[NH:3]([C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)[NH2:4].[C:11](#[N:14])[CH:12]=[CH2:13].N(C1C=NC=CC=1)N>>[N:7]1[CH:8]=[CH:9][CH:10]=[C:5]([N:3]2[CH2:13][CH2:12][C:11]([NH2:14])=[N:4]2)[CH:6]=1

Participants

4

Reactant 3

HCID 7855AcrylonitrileHCID 109095193-HydrazinopyridineHCID 171324893-Hydrazinylpyridine dihydrochloride

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-7173a547c66e462dacbf4496be0f52ba
Source dataset
uspto-grants-2015_12
Patent number
US09199964B1

Reaction notes

Loading…