HCID 86634547, compound → HCID 86634548, compound

HRID 81473Notes

Reaction equation

HRID 81473 reaction equation
[Cl:1][C:2]1[C:3]([CH:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[OH:9])=[N:4][CH:5]=[CH:6][N:7]=1>C1(C)C=CC=CC=1.O=[Mn]=O>[Cl:1][C:2]1[C:3]([C:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1

Participants

4

Reactant 1

HCID 86634547HCID 86634547, compound

Product 1

HCID 86634548HCID 86634548, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 1140TolueneSolvent

Procedure

MnO2 (1.82 g, 20.95 mmol) is added to a solution of (3-chloro-pyrazin-2-yl)-pyridin-3-yl-methanol (929 mg, 4.19 mmol) in toluene (35 ml), and the reaction heated at reflux for 2 hours. The reaction is allowed to cool to room temperature and filtered through a pad of celite, which is washed with toluene. The solvent is removed in vacuo to afford (3-Chloro-pyrazin-2-yl)-pyridin-3-yl-methanone as a pale brown solid which is used in step 3 with no further purification [M+H]+ 220.

Workup

  1. temperaturethe reaction heated
  2. temperatureat reflux for 2 hours
  3. filtrationfiltered through a pad of celite, which
  4. washis washed with toluene
  5. customThe solvent is removed in vacuo

Sources & evidence

ORD record
ord-789543231d504f9a8c48b6e2af43f84d
Source dataset
uspto-grants-2014_09
Patent number
US08846687B2

Reaction notes

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