Potassium Carbonate → HCID 47122093, compound

HRID 593216Notes

Reaction equation

HRID 593216 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, and washed with EtOAc. The filtrate was concentrated in vacuo to yield 1-(4-Bromo-2-fluoro-benzyl)-4-methanesulfonyl-piperazine (Intermediate 5).

Workup

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

Sources & evidence

ORD record
ord-a4e74a366ac24d3ba516cadcc033ac08
Source dataset
uspto-grants-2016_01
Patent number
US09241931B2

Reaction notes

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