HCID 18446592, compound → HCID 18446593, compound

HRID 1269081Notes

Reaction equation

HRID 1269081 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]2[C:9]([CH:17]([OH:19])[CH3:18])=[N:10][N:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=23)[CH:5]=[CH:4][N:3]=1>[O-2].[Mn+4].[O-2].C(Cl)Cl>[F:1][C:2]1[CH:7]=[C:6]([C:8]2[C:9]([C:17](=[O:19])[CH3:18])=[N:10][N:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=23)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 18446592HCID 18446592, compound

Product 1

HCID 18446593HCID 18446593, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 1-[3-(2-fluoro-4-pyridinyl)pyrazolo[1,5-a]pyridin-2-yl]ethanol (0.1 g, 0.4 mmol), manganese(IV)oxide (0.17 g. 1.95 mmol), and methylene chloride (10 mL) were allowed to stir at room temperature for 72 hours. When judged to be complete, the mixture was filtered through a plug of Celite, and the filtrate was concentrated to provide 1-[3-(2-fluoro-4-pyridinyl)pyrazolo[1,5-a]pyridin-2-yl]ethanone (97 mg, 98%) as a pale yellow solid. 1H NMR (DMSO-d6): δ 8.92 (d. 1H), 8.30 (d, 1H), 7.82 (d, 1H), 7.46 (m, 2H), 7.34 (s, 1H), 7.23 (m, 1H), 2.71 (s, 3H).

Workup

  1. filtrationthe mixture was filtered through a plug of Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-f2cc39f86f1347c7a4effa9d3794e18a
Source dataset
uspto-grants-2007_04
Patent number
US07199120B2

Reaction notes

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