Potassium Carbonate → 1-(Pyridin-3-yl)-1H-pyrazol-3-amine

HRID 573380Notes

Reaction equation

HRID 573380 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1>[Cu]Cl.CN(C)C=O>[NH2:1][C:2]1[CH:6]=[CH:5][N:4]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[N:3]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 122863-Bromopyridine2×HCID 178418806HCID 178418806, compound

Product 1

HCID 637050241-(Pyridin-3-yl)-1H-pyrazol-3-amine

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 6228DimethylformamideSolvent

Procedure

In a typical reaction, copper(I) chloride, 3-aminopyrazole, potassium carbonate and N,N-dimethylformamide are introduced into a reaction vessel under a nitrogen atmosphere and 3-bromopyridine is gradually added. The mixture is heated at about 110° C. until most of the 3-bromopyridine has reacted. The mixture is allowed to cool and most of the solvent is removed under reduced pressure. The crude 3-(3-amino-1H-pyrazol-1-yl)pyridine (8a) is conveniently isolated and purified by crystallization from water.

Workup

  1. additionare introduced into a reaction vessel under a nitrogen atmosphere
  2. customhas reacted
  3. temperatureto cool and most of the solvent
  4. customis removed under reduced pressure

Sources & evidence

ORD record
ord-26db9552e9fc47b78049a7038acf81ae
Source dataset
uspto-grants-2015_05
Patent number
US09029556B1

Reaction notes

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