(2-Anilinopyridin-3-yl)methanol → HCID 13983610, compound

HRID 2194526Notes

Reaction equation

HRID 2194526 reaction equation
[C:1]1([NH:7][C:8]2[C:13]([CH2:14][OH:15])=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[C:1]1([NH:7][C:8]2[N:9]=[CH:10][CH:11]=[CH:12][C:13]=2[CH:14]=[O:15])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 13986159(2-Anilinopyridin-3-yl)methanol

Product 1

HCID 13983610HCID 13983610, compoundYield 104.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

6.35 g (31.7 mmol) of (2-phenylamino-3-pyridinyl)methanol was dissolved in chloroform (100 mL), and 8.27 g (95.1 mmol) of manganese dioxide was added thereto. The resulting mixture was stirred for 7 hours at 60° C. The reaction mixture was filtered, and the filtrate was concentrated. Thus, 6.58 g of the title compound was obtained as an orange-colored solid (yield: quantitative).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-6eb5ed50435d4adc87613fed18464197
Source dataset
uspto-grants-2012_12
Patent number
US08334236B2

Reaction notes

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