(2-(1H-Pyrazol-1-YL)pyridin-4-YL)methanol → HCID 86695613, compound

HRID 594255Notes

Reaction equation

HRID 594255 reaction equation
[N:1]1([C:6]2[CH:11]=[C:10]([CH2:12][OH:13])[CH:9]=[CH:8][N:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1>ClCCCl.O=[Mn]=O>[N:1]1([C:6]2[CH:11]=[C:10]([CH:9]=[CH:8][N:7]=2)[CH:12]=[O:13])[CH:5]=[CH:4][CH:3]=[N:2]1

Participants

4

Reactant 1

HCID 61256684(2-(1H-Pyrazol-1-YL)pyridin-4-YL)methanol

Product 1

HCID 86695613HCID 86695613, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 111,2-DichloroethaneSolvent

Procedure

A solution of (2-(1H-pyrazol-1-yl)pyridin-4-yl)methanol (217 mg; 1.23 mmol) in anh. DCE (4 ml) was treated with MnO2 (861 mg; 9.91 mmol), and the resulting mixture was stirred at reflux, under nitrogen, for 1.5 h. After cooling to rt, the resulting reaction mixture was filtered over celite, and the separated solids were washed with DCM. The filtrate was concentrated to dryness under reduced pressure giving 2-(1H-pyrazol-1-yl)isonicotinaldehyde as a colorless solid. LC-MS (conditions C): tR=0.70 min.; [M+H]+: 173.76 g/mol.

Workup

  1. temperatureat reflux, under nitrogen, for 1.5 h
  2. customthe resulting reaction mixture
  3. filtrationwas filtered over celite
  4. washthe separated solids were washed with DCM
  5. concentrationThe filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-cc8bd2ae05df457fad3193ded08c17cb
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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