3-Aminopyridine → HCID 178462967, compound

HRID 1662900Notes

Reaction equation

HRID 1662900 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.[N:8]([O-])=O.[Na+].N[C:13]1[N:17](CC)[N:16]([CH2:20][CH3:21])[C:15](=[O:22])[CH:14]=1.[C:23]([O-:26])(=O)[CH3:24].[Na+]>Cl.O.C(O)C>[CH2:13]([N:17]1[C:23]([OH:26])=[C:24](/[N:8]=[N:1]/[C:2]2[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=2)[C:15](=[O:22])[N:16]1[CH2:20][CH3:21])[CH3:14]

Participants

8

Reactant 4

HCID 100093-AminopyridineHCID 517045Sodium AcetateHCID 23668193Sodium NitriteHCID 67435764HCID 67435764, compound

Product 1

HCID 178462967HCID 178462967, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

60.2 mg of 3-aminopyridine are solubilized in 0.25 ml of 6N hydrochloric acid. The medium is cooled to zero degrees, and then a solution of 44.2 mg of sodium nitrite in 0.25 ml of water is added over 3 minutes. The medium is then kept stirring for 10 minutes at a temperature of between 0 and 5° C. A mixture of 100 mg of 5-amino-1,2-diethyl-1,2-dihydro-3H-pyrazol-3-one, 0.5 ml of ethanol, 0.5 ml of water and 3 equivalents of sodium acetate is added to the reaction medium.

Workup

  1. temperatureThe medium is cooled to zero degrees
  2. additionis added to the reaction medium

Sources & evidence

ORD record
ord-f66ee73e45a2404caaa6d9baafbf9894
Source dataset
uspto-grants-2011_10
Patent number
US08034124B2

Reaction notes

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