Hydrazine hydrate (1:1) → HCID 178512584, compound

HRID 2400355Notes

Reaction equation

HRID 2400355 reaction equation
O.[NH2:2][NH2:3].Cl.CO[C:7]([C:9]1[CH:14]=[CH:13][N:12]2[CH:15]=[CH:16][N:17]=[C:11]2[CH:10]=1)=[NH:8]>CO>[N:17]1[CH:16]=[CH:15][N:12]2[CH:13]=[CH:14][C:9]([C:7]([NH:2][NH2:3])=[NH:8])=[CH:10][C:11]=12

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67027582Imidazo[1,2-a]pyridine-7-carboximidic Acid Methyl Ester Hydrochloride

Product 1

HCID 178512584HCID 178512584, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrazine hydrate (80% in water, 0.25 ml, 2 equiv) was added to a mixture of imidazo[1,2-a]pyridine-7-carboximidic acid methyl ester hydrochloride (1.0 g, 4.7 mmol, 1 equiv) in methanol (30 ml). The mixture was heated to 70 deg C. for 1 hour then allowed to cool to room temperature. After leaving to stand overnight, any solid was removed by vacuum filtration and the solution was concentrated in vacuo and re-concentrated from methanol and was used crude without further purification in the cyclisation step

Workup

  1. temperatureThe mixture was heated to 70 deg C
  2. customAfter leaving
  3. waitto stand overnight
  4. customany solid was removed by vacuum filtration
  5. concentrationthe solution was concentrated in vacuo
  6. concentrationre-concentrated from methanol
  7. customwithout further purification in the cyclisation step

Sources & evidence

ORD record
ord-1b384804c0ce4c7499f20d0155c125c9
Source dataset
uspto-grants-2014_08
Patent number
US08796244B2

Reaction notes

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