Piperidine → 2-[6-(2-Fluoro-phenyl)-pyridazin-3-yloxy]-1-(piperidin-1-yl)-ethanone

HRID 1931382Notes

Reaction equation

HRID 1931382 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[N:12][C:11]([O:14][CH2:15][C:16]([OH:18])=O)=[CH:10][CH:9]=1.[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[N:12][C:11]([O:14][CH2:15][C:16]([N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)=[O:18])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 68537815[6-(2-Fluoro-phenyl)-pyridazin-3-yloxy]-acetic acid

Product 1

HCID 249468992-[6-(2-Fluoro-phenyl)-pyridazin-3-yloxy]-1-(piperidin-1-yl)-ethanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

20 mg (0.08 mmol) of [6-(2-fluoro-phenyl)-pyridazin-3-yloxy]-acetic acid, 10.3 mg (0.12 mmol) of piperidine, 27.8 mmol (0.24 mmol) of NEM and 29.1 mg (0.089 mmol) of TOTU in THF were stirred at room temperature for 3 h. After filtration and evaporation, the product was purified by RP18 chromatography. Yield: 7 mg.

Workup

  1. filtrationAfter filtration and evaporation
  2. customthe product was purified by RP18 chromatography

Sources & evidence

ORD record
ord-f0b40faf862749e9b40f9ca152ec209b
Source dataset
uspto-grants-2012_05
Patent number
US08188291B2

Reaction notes

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