1-Methylpiperazine → HCID 14501709, compound

HRID 1904671Notes

Reaction equation

HRID 1904671 reaction equation
Cl.Cl[CH2:3][C:4]1[CH:5]=[C:6]([CH:19]=[CH:20][CH:21]=1)[O:7][CH2:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1.[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>C(#N)C>[CH3:22][N:23]1[CH2:28][CH2:27][N:26]([CH2:3][C:4]2[CH:5]=[C:6]([CH:19]=[CH:20][CH:21]=2)[O:7][CH2:8][C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=2)[CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 145017072-(3-Chloromethylphenoxymethyl)quinoline hydrochloride

Product 1

HCID 14501709HCID 14501709, compoundYield 11.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 4.7 g (0.015 mol) 2-(3-chloromethylphenoxymethyl) quinoline hydrochloride, 6 g (0.06 mol) N-methylpiperazine in 50 ml acetonitrile was heated over steam bath for a period of 8 hours. Reaction mixture was concentrated to dryness and sluried into water, and extracted with ether. The ether extract was washed with water, dried over MgSO4 and concentrated to dryness under reduced pressure. The residue was passed through a silica gel column using acetone as eluent. Evaporation of eluent gave solid (0.6 g), m.p. 47°-49° C.

Workup

  1. temperaturewas heated over steam bath for a period of 8 hours
  2. customReaction mixture
  3. concentrationwas concentrated to dryness
  4. extractionextracted with ether
  5. extractionThe ether extract
  6. washwas washed with water
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated to dryness under reduced pressure
  9. customEvaporation of eluent

Sources & evidence

ORD record
ord-23642c9174104cd297f443de2896d745
Source dataset
uspto-grants-1989_06
Patent number
US04839369

Reaction notes

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