4-azido-3,4-dihydro-2H-pyrano[2,3-b]pyridine → 3,4-Dihydro-2H-pyrano[2,3-B]pyridin-4-amine

HRID 1508192Notes

Reaction equation

HRID 1508192 reaction equation
[N:1]([CH:4]1[C:13]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[O:7][CH2:6][CH2:5]1)=[N+]=[N-]>CCO.[Pd]>[O:7]1[C:8]2=[N:9][CH:10]=[CH:11][CH:12]=[C:13]2[CH:4]([NH2:1])[CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 598465164-azido-3,4-dihydro-2H-pyrano[2,3-b]pyridine

Product 1

HCID 598463753,4-Dihydro-2H-pyrano[2,3-B]pyridin-4-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-azido-3,4-dihydro-2H-pyrano[2,3-b]pyridine (3.0 mmol) and Pd/C (10 mol %) in 12 mL EtOH was stirred under a H2 atmosphere. After 3 h, the mixture was filtered over a pad of Celite, washed with EtOH and concentrated in vacuo to obtain the title compound as colorless oil;

Workup

  1. filtrationthe mixture was filtered over a pad of Celite
  2. washwashed with EtOH
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f15a3be9da4f43b5a21fef81904882c6
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

Loading…