Ethylorthoformate → 1H-[1,3]Oxazolo[5,4-g]indazole

HRID 1066890Notes

Reaction equation

HRID 1066890 reaction equation
[OH:1][C:2]1[C:10]([NH2:11])=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[CH:4][CH:3]=1.[CH:12]([O-])([O-])OCC>>[NH:8]1[C:9]2[C:10]3[N:11]=[CH:12][O:1][C:2]=3[CH:3]=[CH:4][C:5]=2[CH:6]=[N:7]1

Participants

3

Reactant 2

HCID 53630039EthylorthoformateHCID 135742469HCID 135742469, compound

Product 1

HCID 211967691H-[1,3]Oxazolo[5,4-g]indazole

Procedure

A 0.40 g of 6-hydroxy-7-aminoindazole was mixed with 10 ml of ethyl orthoformate and heated under reflux for 2 hours. After cooling of the reaction solution, the solvent was evaporated under a reduced pressure and the residue was purified by a silica gel column chromatography to give 0.31 g of 1H-pyrazolo[3,4-e]benzoxazole.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. temperatureAfter cooling of the reaction solution
  4. customthe solvent was evaporated under a reduced pressure
  5. customthe residue was purified by a silica gel column chromatography

Sources & evidence

ORD record
ord-4ccc0738451b47b69bbe188769dd37eb
Source dataset
uspto-grants-2001_06
Patent number
US06245796B1

Reaction notes

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