3-Methyl-1-(pyridin-2-yl)-1H-pyrazol-5-amine → HCID 5138169, compound

HRID 1085156Notes

Reaction equation

HRID 1085156 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:5]=[C:4]([CH3:13])[CH:3]=1.[N:14]([O-])=[O:15].[Na+]>C(O)(=O)C>[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:5]=[C:4]([CH3:13])[C:3]=1[N:14]=[O:15]

Participants

4

Reactant 2

HCID 7351323-Methyl-1-(pyridin-2-yl)-1H-pyrazol-5-amineHCID 23668193Sodium Nitrite

Product 1

HCID 5138169HCID 5138169, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

By the method of Preparation 8(a), 5-amino-3-methyl-1-(2-pyridyl)pyrazole (2.21 g, 12.7 mmol) was treated with sodium nitrite in aqueous acetic acid. The precipitated solid was triturated with methanol (250 ml), and the mother liquors were concentrated under reduced pressure to give the title compound as a red-brown solid (1.37 g, 53%).

Workup

  1. customThe precipitated solid was triturated with methanol (250 ml)
  2. concentrationthe mother liquors were concentrated under reduced pressure

Sources & evidence

ORD record
ord-14ac6b7a507f4466ab8700019edfdb44
Source dataset
uspto-grants-1991_04
Patent number
US05008263

Reaction notes

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