Morpholine → 4-(2,3,5,6-Tetrafluoro-pyridin-4-yl)-morpholine

HRID 2246168Notes

Reaction equation

HRID 2246168 reaction equation
[F:1][C:2]1[N:7]=[C:6]([F:8])[C:5]([F:9])=[C:4](F)[C:3]=1[F:11].[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>ClCCl>[F:8][C:6]1[C:5]([F:9])=[C:4]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:3]([F:11])=[C:2]([F:1])[N:7]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 69690Pentafluoropyridine

Product 1

HCID 674918494-(2,3,5,6-Tetrafluoro-pyridin-4-yl)-morpholine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Pentafluoropyridine (3.4 g; 20 mmol) was dissolved in dichloromethane (50 mL) and chilled in an ice bath. To the solution was added morpholine (3.48 g; 40 mmol) and the reaction was allowed to warm to room temperature with stirring overnight. The organic phase was washed with saturated ammonium chloride solution (2×20 mL), dried over magnesium sulfate, evaporated, and purified by column chromatography to give 4-(2,3,5,6-tetrafluoro-pyridin-4-yl)-morpholine.

Workup

  1. temperaturechilled in an ice bath
  2. washThe organic phase was washed with saturated ammonium chloride solution (2×20 mL)
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. custompurified by column chromatography

Sources & evidence

ORD record
ord-cb22c5e1c11c4131aeda203dfb5be46a
Source dataset
uspto-grants-2010_03
Patent number
US07687498B2

Reaction notes

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