Hydrazine hydrate (1:1) → HCID 86711960, compound

HRID 1475268Notes

Reaction equation

HRID 1475268 reaction equation
[F:1][C:2]([F:20])([F:19])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:14][N:13]=[C:12]([C:15](OC)=[O:16])[CH:11]=2)=[CH:6][CH:5]=1.[NH2:21][NH2:22].O>CCO>[F:1][C:2]([F:20])([F:19])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:14][N:13]=[C:12]([C:15]([NH:21][NH2:22])=[O:16])[CH:11]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86711958HCID 86711958, compound

Product 1

HCID 86711960HCID 86711960, compoundYield 67.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 5-(4-(trifluoromethoxy)phenyl)isoxazole-3-carboxylate (6.50 g, 22.6 mmol) in EtOH (200 mL) was added NH2NH2.H2O (80%, 7 mL, 113 mmol) and the mixture was stirred at RT for 3 h. The mixture was then concentrated under reduced pressure and purified by silica gel chromatography (Petroleum ether:EtOAc=1:2) to give the ttitle compound as a white solid (4.4 g, 67.8%). MS (ES+) C11H8F3N3O3 requires: 287. found: 288 [M+H]+.

Workup

  1. concentrationThe mixture was then concentrated under reduced pressure
  2. custompurified by silica gel chromatography (Petroleum ether:EtOAc=1:2)

Sources & evidence

ORD record
ord-3fad9222a40941c8afa47d4df13c419b
Source dataset
uspto-grants-2015_04
Patent number
US09018380B2

Reaction notes

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