1-[5-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-yl]-2-methoxy-ethanone → 1-(5-Chloro-4-hydroxymethyl-pyridin-3-yl)-2-methoxy-ethanone

HRID 1959561Notes

Reaction equation

HRID 1959561 reaction equation
[Cl:1][C:2]1[C:3]([CH2:13][O:14]C2CCCCO2)=[C:4]([C:8](=[O:12])[CH2:9][O:10][CH3:11])[CH:5]=[N:6][CH:7]=1>C(O)C>[Cl:1][C:2]1[C:3]([CH2:13][OH:14])=[C:4]([C:8](=[O:12])[CH2:9][O:10][CH3:11])[CH:5]=[N:6][CH:7]=1

Participants

3

Reactant 1

HCID 670771431-[5-Chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-yl]-2-methoxy-ethanone

Product 1

HCID 670774851-(5-Chloro-4-hydroxymethyl-pyridin-3-yl)-2-methoxy-ethanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1-[5-chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridin-3-yl]-2-methoxy-ethanone (0.14 g, 0.46 mmol) in ethanol (15 mL) p-TsOH monohydrate was added. After stirring overnight at RT, solvent was evaporated and the residue was purified by flash chromatography on silica gel with EA/hexane to provide the title compound as a colourless oil. MS (m/z): 216.0 [M+H+].

Workup

  1. customsolvent was evaporated
  2. customthe residue was purified by flash chromatography on silica gel with EA/hexane

Sources & evidence

ORD record
ord-07d6efae1b904e5baf1e91f19225471a
Source dataset
uspto-grants-2013_04
Patent number
US08410134B2

Reaction notes

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