Potassium Iodide → HCID 15135953, compound

HRID 1493172Notes

Reaction equation

HRID 1493172 reaction equation
[N:1]1([C:7]2[N:12]=[C:11]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:10]3=[C:9]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH3:26][CH2:27][CH2:28]Br.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CO>[CH2:26]([N:4]1[CH2:5][CH2:6][N:1]([C:7]2[N:12]=[C:11]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:10]3=[C:9]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[CH:8]=2)[CH2:2][CH2:3]1)[CH2:27][CH3:28]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 15020788HCID 15020788, compound

Product 1

HCID 15135953HCID 15135953, compoundYield 38.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-(1-piperazinyl)-4-(4-fluorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine (1.4 g), n-propyl bromide (0.56 g), potassium carbonate (0.68 g), potassium iodide (0.1 g) and methanol (50 ml) is refluxed for 15 hours. The reaction mixture is concentrated under reduced pressure and thereto is added water. The mixture is extracted with ethyl acetate, washed with water, dried over anhydrous sodium sulfate, and the solvent is distilled off under reduced pressure. To the residue is added a solution of maleic acid in ethanol, and the resulting maleate product is recrystallized from ethanol to give the dimaleate of the desired compound (0.6 g), m.p. 149°-152° C.

Workup

  1. temperatureis refluxed for 15 hours
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. additionis added water
  4. extractionThe mixture is extracted with ethyl acetate
  5. washwashed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationthe solvent is distilled off under reduced pressure
  8. additionTo the residue is added a solution of maleic acid in ethanol
  9. customthe resulting maleate product is recrystallized from ethanol

Sources & evidence

ORD record
ord-b9ec7d6e9db448fdb9d9ed1e4e07d7ad
Source dataset
uspto-grants-1991_06
Patent number
US05021421

Reaction notes

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