2H-Pyrano[3,2-b]pyridine-3-methanol → 3,4-dihydro-2H-pyrano[3,2-b]pyridine-3-methanol

HRID 1793321Notes

Reaction equation

HRID 1793321 reaction equation
[O:1]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH2:11][OH:12])[CH2:2]1.[H][H]>CO.[Pd]>[O:1]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]([CH2:11][OH:12])[CH2:2]1

Participants

5

Reactant 2

HCID 220209432H-Pyrano[3,2-b]pyridine-3-methanolHCID 178418361HCID 178418361, compound

Product 1

HCID 220209653,4-dihydro-2H-pyrano[3,2-b]pyridine-3-methanolYield 78.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of intermediate (25) (0.0027 mol) in methanol (20 ml) was hydrogenated for 24 hours at room temperature with palladium-on-carbon (0.04 g) as a catalyst. After uptake of hydrogen (1 equivalent), the catalyst was filtered off and the filtrate was evaporated, yielding 0.35 g of 3,4-dihydro-2H-pyrano[3,2-b]pyridine-3-methanol (intermediate 26).

Workup

  1. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-b9cbd20a7d6a4baf8ad5eba19664bb6d
Source dataset
uspto-grants-2006_07
Patent number
US07081453B2

Reaction notes

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