HCID 67814875, compound → HCID 67814462, compound

HRID 2401371Notes

Reaction equation

HRID 2401371 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[C:11]([F:17])=[N:12][CH:13]=[CH:14][C:15]=2[I:16])[OH:9])=[CH:4][CH:3]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:10]2[C:11]([F:17])=[N:12][CH:13]=[CH:14][C:15]=2[I:16])=[O:9])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 67814875HCID 67814875, compound

Product 1

HCID 67814462HCID 67814462, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
45 °C

Procedure

To a solution of (4-chlorophenyl)(2-fluoro-4-iodopyridin-3-yl)methanol (2.17 g, 5.98 mmol) in CH2Cl2 (100 mL) was added manganese dioxide (10.40 g, 120 mmol) at room temperature. The reaction was heated to 45° C. for 3 h before the heterogeneous mixture was filtered through a pad of silica gel. The cake was rinsed with EtOAc, and the filtrate was concentrated to dryness under vacuum. The residue was used in the next step without any additional purification. LC/MS m/z 362 [M+H]+.

Workup

  1. filtrationwas filtered through a pad of silica gel
  2. washThe cake was rinsed with EtOAc
  3. concentrationthe filtrate was concentrated to dryness under vacuum
  4. customThe residue was used in the next step without any additional purification

Sources & evidence

ORD record
ord-e7fe8c2446bf4539a02fedf2595605ba
Source dataset
uspto-grants-2014_08
Patent number
US08796261B2

Reaction notes

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