Hydrazine hydrate (1:1) → HCID 178469445, compound

HRID 2363749Notes

Reaction equation

HRID 2363749 reaction equation
C(O[C:4](=[NH:19])[C:5]1[CH:6]=[CH:7][C:8]2[N:9]([CH:11]=[C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[N:13]=2)[CH:10]=1)C.O.[NH2:21][NH2:22]>C(O)C>[NH:21]([C:4](=[NH:19])[C:5]1[CH:6]=[CH:7][C:8]2[N:9]([CH:11]=[C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[N:13]=2)[CH:10]=1)[NH2:22]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)2×HCID 44136338Ethyl 6-[ethoxy(imino)methyl]imidazo[1,2-a]pyridine-2-carboxylate

Product 1

HCID 178469445HCID 178469445, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 625 mg of ethyl 6-[ethoxy(imino)methyl]imidazo[1,2-a]pyridine-2-carboxylate in 12 mL of ethanol is added dropwise at 0-5° C. 0.2 mL of hydrazine hydrate. The reaction mixture is stirred for 2 hours, a further 73 μL of hydrazine hydrate are added and the mixture is stirred for a further 2 hours while allowing the temperature to rise to 25° C. The reaction mixture is concentrated to dryness under reduced pressure and the residue is dried to give 600 mg of ethyl 6-[hydrazino(imino)methyl]imidazo[1,2-a]pyridine-2-carboxylate, which is used without further purification in the rest of the synthesis.

Workup

  1. stirringthe mixture is stirred for a further 2 hours
  2. customto rise to 25° C
  3. concentrationThe reaction mixture is concentrated to dryness under reduced pressure
  4. customthe residue is dried

Sources & evidence

ORD record
ord-1ed188c174934c6bbda6e128d6a3206a
Source dataset
uspto-grants-2014_04
Patent number
US08691990B2

Reaction notes

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