Hydrazine → HCID 66986330, compound

HRID 1254024Notes

Reaction equation

HRID 1254024 reaction equation
[I:1][C:2]1[N:6]([CH3:7])[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[N:4][C:3]=1[C:14]1[CH:23]=[CH:22][C:17]([C:18](OC)=[O:19])=[CH:16][CH:15]=1.[NH2:24][NH2:25]>CCO>[I:1][C:2]1[N:6]([CH3:7])[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[N:4][C:3]=1[C:14]1[CH:23]=[CH:22][C:17]([C:18]([NH:24][NH2:25])=[O:19])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 66986124HCID 66986124, compound

Product 1

HCID 66986330HCID 66986330, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 4-(5-iodo-1-methyl-2-pyridin-2-yl-1H-imidazol-4-yl)benzoate (Step 3, 2 g, 1.9 mmol) was suspended in 10 mL of EtOH and 3 mL of anhydrous hydrazine, and heated at reflux for 2 h. After the reaction was cooled to rt, the solid product was filtered, washed with hexanes, and air-dried to give 750 mg of 4-(5-iodo-1-methyl-2-pyridin-2-yl-1H-imidazol-4-yl)benzohydrazide. LCMS: [M+1]=420.

Workup

  1. temperatureat reflux for 2 h
  2. filtrationthe solid product was filtered
  3. washwashed with hexanes
  4. customair-dried

Sources & evidence

ORD record
ord-87ebe3af49e74d0e863cdc64cd883071
Source dataset
uspto-grants-2013_06
Patent number
US08455528B2

Reaction notes

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