2-Oxobutanoic Acid → 1H-pyrazolo(3,4-b)pyridine

HRID 604377Notes

Reaction equation

HRID 604377 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.[CH3:7][CH2:8][C:9](=O)C(O)=O>C(O)C>[NH:3]1[C:2]2=[N:1][CH:7]=[CH:8][CH:9]=[C:6]2[CH:5]=[N:4]1

Participants

4

Reactant 2

HCID 582-Oxobutanoic AcidHCID 178418806HCID 178418806, compound

Product 1

HCID 27558501H-pyrazolo(3,4-b)pyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

In an alternative route, R2-aldehyde (II), 3-aminopyrazole (III) and R3-containing methyl pyruvic acid (V) are mixed in ethanol and heated to 50-120° C., preferably 60-100° C. Subsequent oxidization, preferably by exposure to air yields the 1H-Pyrazolo[3,4-b]pyridine acid derivative (VII).

Sources & evidence

ORD record
ord-32b8ff84b475428da8543b5207e62d50
Source dataset
uspto-grants-2011_03
Patent number
US07910602B2

Reaction notes

Loading…