Potassium Carbonate → HCID 47122093, compound

HRID 873329Notes

Reaction equation

HRID 873329 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[C:4]([F:10])[CH:3]=1.[CH3:11][S:12]([N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)(=[O:14])=[O:13].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][N:18]2[CH2:19][CH2:20][N:15]([S:12]([CH3:11])(=[O:14])=[O:13])[CH2:16][CH2:17]2)=[C:4]([F:10])[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 7091611-(Methylsulfonyl)piperazineHCID 27336604-Bromo-2-fluorobenzyl bromide

Product 1

HCID 47122093HCID 47122093, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 4-bromo-2-fluorobenzyl bromide (30.4 g, 114 mmol, 1 eq), 1-methylsulfonylpiperazine (20.0 g, 114 mmol, 1 eq) and K2CO3 (31.6 g, 228 mmol, 2 eq) in acetonitrile (500 mL) was stirred at 40° C. for 18 h. The reaction mixture was allowed to cool to room temperature, the mixture was filtered through Celite, washing with EtOAc. The filtrate was concentrated in vacuo to yield 1-(4-bromo-2-fluoro-benzyl)-4-methanesulfonyl-piperazine.

Workup

  1. temperatureto cool to room temperature
  2. filtrationthe mixture was filtered through Celite
  3. washwashing with EtOAc
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-82322acb24f24917a9a70cdc9046e814
Source dataset
uspto-grants-2015_03
Patent number
US08975406B2

Reaction notes

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