Hydroxyamine hydrochloride → 2-Phenylpyrazolo[1,5-a]pyridine-3-carbaldehyde oxime hydrochloride

HRID 1534117Notes

Reaction equation

HRID 1534117 reaction equation
[C:1]1([C:7]2[C:15]([CH:16]=O)=[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][N:9]3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:18].[NH2:19][OH:20]>C(O)C>[ClH:18].[C:1]1([C:7]2[C:15]([CH:16]=[N:19][OH:20])=[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][N:9]3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 151581792-Phenylpyrazolo[1,5-a]pyridine-3-carbaldehyde

Product 1

HCID 867439182-Phenylpyrazolo[1,5-a]pyridine-3-carbaldehyde oxime hydrochlorideYield 45.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-phenylpyrazolo[1,5-a]pyridine-3-carbaldehyde (0.5 g) and hydroxylamine hydrochloride (0.17 g) in ethanol (5 ml) was refluxed for 1.5 hours and evaporated in vacuo. The residue was triturated with ethyl acetate and recrystallized from a mixture of ethanol and ethyl acetate to give 2-phenylpyrazolo[1,5-a]pyridine-3-carbaldehyde oxime hydrochloride (0.28 g).

Workup

  1. temperaturewas refluxed for 1.5 hours
  2. customevaporated in vacuo
  3. customThe residue was triturated with ethyl acetate
  4. customrecrystallized from a mixture of ethanol and ethyl acetate

Sources & evidence

ORD record
ord-38344196651441d3bb4c2b59d06cd011
Source dataset
uspto-grants-1992_02
Patent number
US05087629

Reaction notes

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