Sodium Carbonate → 1-[(6-Methylnaphthalen-2-yl)methyl]-4-(pyridin-2-yl)piperazine

HRID 1288570Notes

Reaction equation

HRID 1288570 reaction equation
Cl[CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH3:13])[CH:9]=2)[CH:4]=1.C(=O)([O-])[O-].[Na+].[Na+].[N:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1>CN(C)C=O>[CH3:13][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[CH:4]=[C:3]([CH2:2][N:29]1[CH2:30][CH2:31][N:26]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][N:20]=3)[CH2:27][CH2:28]1)[CH:12]=[CH:11]2

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 944591-(2-Pyridyl)piperazineHCID 133015572-(Chloromethyl)-6-methylnaphthalene

Product 1

HCID 215029051-[(6-Methylnaphthalen-2-yl)methyl]-4-(pyridin-2-yl)piperazine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 11.0 g. of 2-chloromethyl-6-methylnaphthalene, 7.0 g. of sodium carbonate and 10.0 g. of 2-pyridylpiperazine in 75 ml. of dimethylformamide is stirred for six hours. The reaction mixture is cooled, filtered and the filtrate is concentrated. The precipitate is then washed with water and crystallized from ethanol to yield 1-(6-methyl-β-naphthylmethyl)-4-(2-pyridyl)piperazine.

Workup

  1. additionA mixture of 11.0 g
  2. temperatureThe reaction mixture is cooled
  3. filtrationfiltered
  4. concentrationthe filtrate is concentrated
  5. washThe precipitate is then washed with water
  6. customcrystallized from ethanol

Sources & evidence

ORD record
ord-f2b254025cd644c7b169da9058ff52bd
Source dataset
uspto-grants-1976_10
Patent number
US03988457

Reaction notes

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