Isopropanol → HCID 67503623, compound

HRID 219288Notes

Reaction equation

HRID 219288 reaction equation
[F:1][C:2]1[C:7](F)=[CH:6][N:5]=[C:4]([C:9]2[O:13][N:12]=[C:11]([CH3:14])[CH:10]=2)[CH:3]=1.[NH2:15][NH2:16].CC(O)C>>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[O:13][N:12]=[C:11]([CH3:14])[CH:10]=2)[N:5]=[CH:6][C:7]=1[NH:15][NH2:16]

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 9321HydrazineHCID 67502745HCID 67502745, compound

Product 1

HCID 67503623HCID 67503623, compoundYield 91.6%

Conditions

Temperature
65 °C

Procedure

A 330 mL pressure vessel was charged with 4,5-difluoro-2-(3-methylisoxazol-5-yl)pyridine (3.6695 g, 18.7 mmol), hydrazine (3.53 ml, 112 mmol), and IPA (93.5 ml, 18.7 mmol), sealed, then heated at 65° C. for 3 hours. The mixture was filtered; the solid was triturated with sat. aqueous NaHCO3 solution and washed with water (2×20 mL). 1-(4-fluoro-6-(3-methylisoxazol-5-yl)pyridin-3-yl)hydrazine (3.5668 g, 91.6% yield) was isolated as a white powder.

Workup

  1. customsealed
  2. filtrationThe mixture was filtered
  3. customthe solid was triturated with sat. aqueous NaHCO3 solution
  4. washwashed with water (2×20 mL)

Sources & evidence

ORD record
ord-25532221251744a2abacbdebe22a0e84
Source dataset
uspto-grants-2012_06
Patent number
US08198448B2

Reaction notes

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