Triethyloxonium tetrafluoroborate → HCID 178519592, compound

HRID 1889093

Reaction equation

HRID 1889093 reaction equation
F[B-](F)(F)F.C([O+](CC)CC)C.[Cl:13][C:14]1[C:19]([F:20])=[C:18]([Cl:21])[CH:17]=[CH:16][C:15]=1[C:22]([N:24]1[CH2:29][CH2:28][NH:27][C:26](=O)[CH2:25]1)=[O:23].[OH:31][C:32]1[C:37]([C:38]([NH:40][NH2:41])=O)=[CH:36][CH:35]=[CH:34][N:33]=1>ClCCl>[Cl:13][C:14]1[C:19]([F:20])=[C:18]([Cl:21])[CH:17]=[CH:16][C:15]=1[C:22]([N:24]1[CH2:29][CH2:28][N:27]2[C:38]([C:37]3[C:32]([OH:31])=[N:33][CH:34]=[CH:35][CH:36]=3)=[N:40][N:41]=[C:26]2[CH2:25]1)=[O:23]

Participants

5

Reactant 3

HCID 2723982Triethyloxonium tetrafluoroborateHCID 665993614-[(2,4-Dichloro-3-fluorophenyl)carbonyl]-2-piperazinoneHCID 178514420HCID 178514420, compound

Product 1

HCID 178519592HCID 178519592, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethyloxonium tetrafluoroborate (215 mg, 1.134 mmol) was added under argon to a solution of 4-[(2,4-dichloro-3-fluorophenyl)carbonyl]-2-piperazinone (I37) (300 mg, 1.031 mmol) in Dichloromethane (DCM) (2.5 mL). The mixture was stirred at room temperature for 1 h 15 min—after 55 min, the mixture became clear. 2-Hydroxy-3-pyridinecarbohydrazide (I92) (189 mg, 1.237 mmol) was added to the solution and the mixture was stirred at room temperature for one day. The solvent was evaporated under reduced pressure and the residue was dissolved in tert-butanol (2.500 mL).

Workup

  1. stirringthe mixture was stirred at room temperature for one day
  2. customThe solvent was evaporated under reduced pressure
  3. dissolutionthe residue was dissolved in tert-butanol (2.500 mL)

Sources & evidence

ORD record
ord-ba7172281dc548da922454406fcf4914
Source dataset
uspto-grants-2013_08
Patent number
US08501946B2

Linked notes

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