Hydrochloric Acid → 3-Methyl-1-(pyridin-2-yl)-1H-pyrazol-5-amine

HRID 1085155Notes

Reaction equation

HRID 1085155 reaction equation
[CH3:1]/[C:2](/[NH2:6])=[CH:3]\[C:4]#[N:5].[NH:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)N.Cl.C(=O)([O-])[O-].[K+].[K+]>O>[NH2:5][C:4]1[N:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:6]=[C:2]([CH3:1])[CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 11430Potassium CarbonateHCID 786452-HydrazinopyridineHCID 53247203-Aminocrotonitrile

Product 1

HCID 7351323-Methyl-1-(pyridin-2-yl)-1H-pyrazol-5-amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-Aminocrotonitrile (1.98 g, 24.1 mmol) was added to a stirred solution of 2-hydrazinopyridine (2.63 g, 24.1 mmol) in a mixture of concentrated hydrochloric acid (2.5 ml) and water (10 ml). After 10 minutes at room temperature, concentrated hydrochloric acid (5 ml) was added, and the mixture was heated for 30 minutes under reflux. The mixture was cooled and rendered basic by the addition of saturated aqueous potassium carbonate. The solid which precipitated was filtered off and dried to give the title compound, 2.43 g (58%).

Workup

  1. temperaturethe mixture was heated for 30 minutes
  2. temperatureunder reflux
  3. temperatureThe mixture was cooled
  4. customThe solid which precipitated
  5. filtrationwas filtered off
  6. customdried

Sources & evidence

ORD record
ord-84b1e20f0d96408995f78fce964e98b3
Source dataset
uspto-grants-1991_04
Patent number
US05008263

Reaction notes

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