Hydrazine hydrate (1:1) → HCID 59320945, compound

HRID 341243Notes

Reaction equation

HRID 341243 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][N:8]2[C:11]([I:14])=[CH:12][N:13]=[C:7]2[CH:6]=1)=O.O.[NH2:16][NH2:17]>CO>[I:14][C:11]1[N:8]2[CH:9]=[CH:10][C:5]([C:3]([NH:16][NH2:17])=[O:2])=[CH:6][C:7]2=[N:13][CH:12]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)2×HCID 57497695Methyl 3-iodoimidazo(1,2-a)pyridine-7-carboxylate

Product 1

HCID 59320945HCID 59320945, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of Methyl-3-Iodo-imidazo[1,2-a]pyridine-7-carboxylate (0.4 g, 1.32 mmol) in MeOH (6 ml) was added hydrazine hydrate (0.25 ml, 5.28 mmol). The mixture was refluxed for 4 h then further hydrazine hydrate (0.25 ml, 5.28 mmol) was added, the mixture heated o/n, allowed to cool, solid was filtered off and washed with MeOH and dried to afford 0.36 g of product. MS: [M+H]+ 303.

Workup

  1. temperatureThe mixture was refluxed for 4 h
  2. temperaturethe mixture heated o/n,
  3. temperatureto cool
  4. filtrationsolid was filtered off
  5. washwashed with MeOH
  6. customdried

Sources & evidence

ORD record
ord-bc58056ff36849c4a9bb35f3e6f28f72
Source dataset
uspto-grants-2014_11
Patent number
US08895745B2

Reaction notes

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