Water → HCID 59673746, compound

HRID 1391425Notes

Reaction equation

HRID 1391425 reaction equation
[Cl:1][C:2]1[C:3]([C:8]2[CH:9]=[N:10][C:11]([CH3:14])=[CH:12][CH:13]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.[Mn]([O-])(=O)(=O)=[O:16].[K+].[OH2:21]>>[Cl:1][C:2]1[C:3]([C:8]2[CH:9]=[N:10][C:11]([C:14]([OH:16])=[O:21])=[CH:12][CH:13]=2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 962WaterHCID 516875Potassium Permanganate2×HCID 596732853-Chloro-6'-methyl-2,3'-bipyridine

Product 1

HCID 59673746HCID 59673746, compoundYield 51%

Conditions

Temperature
120 °C

Procedure

The above 3-chloro-6′-methyl-[2,3′]bipyridinyl (2.5 mmol) was added to a 5 ml microwave vessel, followed by 3 ml of water. 3.75 mmol of potassium permanganate was added and the mixture was heated at 120° C. for 600 seconds. An additional 3.75 mmol of potassium permanganate was added and the mixture was resubmitted to microwave heating (same temperature) for 600s. After completion (monitored by LC-MS), the mixture was filtered through celite and the manganese salts were washed with water. The water was evaporated to ˜10 ml and the product was purified by HPLC to give 293 mg as a white solid (51%).

Workup

  1. filtrationAfter completion (monitored by LC-MS), the mixture was filtered through celite
  2. washthe manganese salts were washed with water
  3. customThe water was evaporated to ˜10 ml
  4. customthe product was purified by HPLC

Sources & evidence

ORD record
ord-cac72bd98028470690149d6a654f4c50
Source dataset
uspto-grants-2008_03
Patent number
US07338950B2

Reaction notes

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