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

HRID 487610
Notes
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Reaction equation

HRID 487610 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-e55c15aaf8e040839919be18a324d867
Source dataset
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05296490

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes