Potassium Carbonate → HCID 68520785, compound

HRID 714940Notes

Reaction equation

HRID 714940 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([B:8]2[O:12]C(C)(C)C(C)(C)[O:9]2)=[CH:4][CH:3]=1.[C:17](=O)([O-])[O-].[K+].[K+].[C:23]([N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)(=[O:25])[CH3:24]>CN(C=O)C>[C:23]([N:26]1[CH2:31][CH2:30][N:29]([CH2:17][C:2]2[CH:3]=[CH:4][C:5]([B:8]([OH:9])[OH:12])=[CH:6][CH:7]=2)[CH2:28][CH2:27]1)(=[O:25])[CH3:24]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 837951-AcetylpiperazineHCID 107553762-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Product 1

HCID 68520785HCID 68520785, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred mixture of 2-(4-bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.120 g, 0.4 mmol) and potassium carbonate (0.056 g, 0.4 mmol) in DMF (3 mL) was added N-acetylpiperazine (0.052 g, 0.4 mmol) and the resulting reaction mixture stirred at room temperature for 2 hours. The solvent was removed in vacuo. The residue was suspended in MeOH and purified by SPE using an MP-TsOH resin (1000 mg) cartridge to afford 4-((4-acetylpiperazin-1-yl)methyl)phenylboronic acid as an oil which was used without further purification. LCMS (1) Rt: 1.04 min; m/z (ES+) 263.

Workup

  1. customthe resulting reaction mixture
  2. customThe solvent was removed in vacuo
  3. custompurified by SPE

Sources & evidence

ORD record
ord-43f7eae0c22146688e909ff7becd65d9
Source dataset
uspto-grants-2015_11
Patent number
US09187465B2

Reaction notes

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