HCID 59326912, compound → HCID 59327121, compound

HRID 410247Notes

Reaction equation

HRID 410247 reaction equation
[F:1][C:2]1[C:7]([C:8]2[CH2:9][CH2:10][O:11][CH2:12][CH2:13][CH:14]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.FC1C(C2=CCOCCC2)=CC=CN=1>C1COCC1.[Pd]>[F:1][C:2]1[C:7]([CH:8]2[CH2:14][CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 59326912HCID 59326912, compoundHCID 59326985HCID 59326985, compound

Product 1

HCID 59327121HCID 59327121, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Palladium (0.20 g, 0.0188 mmol, 10% wt. on activated carbon) was added to a stirred solution of an approximately 7:3 mixture of (E)-2-fluoro-3-(2,3,6,7-tetrahydrooxepin-4-yl)pyridine:(E)-2-fluoro-3-(2,5,6,7-tetrahydrooxepin-4-yl)pyridine (0.75 g, 3.88 mmol) in THF (15 mL). The reaction mixture was placed under a hydrogen atmosphere (balloon) and stirred at room temperature for 4.5 h. The reaction mixture was filtered through Celite, and the filtrate was concentrated in vacuo to give 2-fluoro-3-(oxepan-4-yl)pyridine. [M+1]=196.1.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-f30151a1ab714c04a7ffee1471932758
Source dataset
uspto-grants-2014_06
Patent number
US08759532B2

Reaction notes

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