Selenium Dioxide → HCID 21505670, compound

HRID 1287627Notes

Reaction equation

HRID 1287627 reaction equation
[CH2:1]([O:3][C:4]1[C:9]([C:10]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)=[O:11])=[CH:8][N:7]=[C:6]2[N:17](CC3OC=CC=3)[N:18]=[CH:19][C:5]=12)[CH3:2].[Se](=O)=O>COCCOCCOC>[CH2:1]([O:3][C:4]1[C:9]([C:10]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)=[O:11])=[CH:8][N:7]=[C:6]2[NH:17][N:18]=[CH:19][C:5]=12)[CH3:2]

Participants

4

Reactant 2

HCID 24007Selenium DioxideHCID 21505667HCID 21505667, compound

Product 1

HCID 21505670HCID 21505670, compound

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

3.5 g. of [4-ethoxy-1-(2-furanylmethyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-2-thienylmethanone (0.01 mol.) are treated with 1.22 g. of selenium dioxide (0.011 mol.) in 20 ml. of diethyleneglycol dimethylether at reflux temperature for 1.5 hours with stirring. The precipitated selenium is filtered off and the solution is evaporated to dryness in vacuo. The remaining product, (4-ethoxy-1H-pyrazolo[3,4-b]pyridin-5-yl]-2-thienylmethanone, is recrystallized from butanol, yield 2 g. (75%); m.p. 202°-205°.

Workup

  1. filtrationThe precipitated selenium is filtered off
  2. customthe solution is evaporated to dryness in vacuo
  3. customThe remaining product, (4-ethoxy-1H-pyrazolo[3,4-b]pyridin-5-yl]-2-thienylmethanone, is recrystallized from butanol, yield 2 g

Sources & evidence

ORD record
ord-206ef462488d4afda3ec41f881f13d00
Source dataset
uspto-grants-1976_10
Patent number
US03985757

Reaction notes

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