3-Ethoxy-2-propenenitrile → 1-(Pyridin-3-yl)-1H-pyrazol-3-amine

HRID 573378

Reaction equation

HRID 573378 reaction equation
Cl.Cl.[NH:3]([C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)[NH2:4].C(O[CH:14]=[CH:15][C:16]#[N:17])C.N(C1C=NC=CC=1)N>>[NH2:17][C:16]1[CH:15]=[CH:14][N:3]([C:5]2[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=2)[N:4]=1

Participants

4

Reactant 3

HCID 436013-Ethoxy-2-propenenitrileHCID 109095193-HydrazinopyridineHCID 171324893-Hydrazinylpyridine dihydrochloride

Product 1

HCID 637050241-(Pyridin-3-yl)-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 3-ethoxyacrylonitrile is added. The mixture is stirred at about 80° 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 3-(3-amino-1H-pyrazol-1-yl)pyridine (8a) is conveniently isolated and purified by standard techniques.

Workup

  1. customhas reacted
  2. temperatureto cool

Sources & evidence

ORD record
ord-ab7ed98085324deda24ca8a739700155
Source dataset
uspto-grants-2015_05
Patent number
US09029555B1

Linked notes

Loading…