Potassium Carbonate → HCID 86725410, compound

HRID 1503877Notes

Reaction equation

HRID 1503877 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([O:11][CH3:12])=[C:4]([F:13])[C:3]=1F.C(=O)([O-])[O-].[K+].[K+].[N:21]1([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>C(#N)C>[F:13][C:4]1[C:5]([O:11][CH3:12])=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=[C:2]([F:1])[C:3]=1[N:24]1[CH2:23][CH2:22][N:21]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:26][CH2:25]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 143452tert-Butyl piperazine-1-carboxylateHCID 21730694HCID 21730694, compound

Product 1

HCID 86725410HCID 86725410, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of the product of Example 52A (500 mg, 2.4 mmol) in acetonitrile (20 mL) was added potassium carbonate (660 mg, 4.8 mmol) and tert-butyl piperazine-1-carboxylate (900 mg, 4.8 mmol) and the mixture was heated to 80° C. for 3 hours. After cooling, the mixture was filtered, concentrated and purified by flash chromatography on silica gel (200-300 mesh) eluting with 20/1 petroleum ether/ethyl acetate to provide the title compound. MS: 374 (M+H+).

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture was filtered
  3. concentrationconcentrated
  4. custompurified by flash chromatography on silica gel (200-300 mesh)
  5. washeluting with 20/1 petroleum ether/ethyl acetate

Sources & evidence

ORD record
ord-0cbe761dccef401a8df75a60c84c086f
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

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