3-(3,6-Dihydro-2H-pyran-4-YL)-2,5-difluoro-pyridine → 2,5-Difluoro-3-(tetrahydro-pyran-4-YL)-pyridine

HRID 1846786Notes

Reaction equation

HRID 1846786 reaction equation
[O:1]1[CH2:6][CH:5]=[C:4]([C:7]2[C:8]([F:14])=[N:9][CH:10]=[C:11]([F:13])[CH:12]=2)[CH2:3][CH2:2]1>CO.[Pd]>[F:14][C:8]1[C:7]([CH:4]2[CH2:3][CH2:2][O:1][CH2:6][CH2:5]2)=[CH:12][C:11]([F:13])=[CH:10][N:9]=1

Participants

4

Reactant 1

HCID 585486583-(3,6-Dihydro-2H-pyran-4-YL)-2,5-difluoro-pyridine

Product 1

HCID 585485232,5-Difluoro-3-(tetrahydro-pyran-4-YL)-pyridineYield 78%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-(3,6-dihydro-2H-pyran-4-yl)-2,5-difluoro-pyridine (3.7 g, 18.8 mmol) in MeOH (40 mL) was added Pd/C (1.0 g). The reaction solution was stirred at RT overnight under H2 atmosphere until LCMS showed that the starting material was consumed completely. The mixture was filtered and the filtrate was concentrated to give the product (2.9 g, 78%).

Workup

  1. customwas consumed completely
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-4defebf735c04311a36d8b25e2d6bdb4
Source dataset
uspto-grants-2015_02
Patent number
US08952037B2

Reaction notes

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