Potassium Carbonate → HCID 22326840, compound

HRID 495463Notes

Reaction equation

HRID 495463 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=1[O:14][CH3:15].[CH3:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.C([O-])([O-])=O.[K+].[K+]>CC#N>[CH3:15][O:14][C:6]1[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=[CH:10][C:5]=1[O:4][CH2:3][CH2:2][N:20]1[CH2:21][CH2:22][N:17]([CH3:16])[CH2:18][CH2:19]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 22326897HCID 22326897, compound

Product 1

HCID 22326840HCID 22326840, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1-(2-chloroethoxy)-2-methoxy-4-nitrobenzene (Step A, 1 eq), N-methylpiperazine (3 eq) and K2CO3 (2.5 eq) in CH3CN was stirred and heated under reflux until HPLC indicated the reaction was complete. The resulting solid was filtered, rinsed well with CH2Cl2 and the filtrate and washings were combined, concentrated and purified by column chromatography giving 1-[2-(2-methoxy-4-nitro-phenoxy)-ethyl]-4-methyl-piperazine.

Workup

  1. temperatureheated
  2. temperatureunder reflux until HPLC
  3. filtrationThe resulting solid was filtered
  4. washrinsed well with CH2Cl2
  5. concentrationconcentrated
  6. custompurified by column chromatography

Sources & evidence

ORD record
ord-7751c82824fa4fd3a6a4caa84299b606
Source dataset
uspto-grants-2005_09
Patent number
US06939874B2

Reaction notes

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