Potassium Iodide → HCID 23339062, compound

HRID 236754Notes

Reaction equation

HRID 236754 reaction equation
Br[CH:2]([CH3:4])[CH3:3].[NH:5]1[CH2:10][CH2:9][CH:8]([NH:11][C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[CH2:7][CH2:6]1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>CC(C)CC(=O)C>[CH3:3][CH:2]([N:5]1[CH2:10][CH2:9][CH:8]([NH:11][C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[CH2:7][CH2:6]1)[CH3:4]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 63582-BromopropaneHCID 10340Sodium CarbonateHCID 22393771N-(piperidin-4-yl)pyridin-3-amine

Product 1

HCID 23339062HCID 23339062, compound

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

A mixture of 52 parts of 2-bromopropane, 19 parts of N-(4-piperidinyl)-3-pyridinamine, 33.3 parts of sodium carbonate, 3 parts of potassium iodide and 720 parts of 4-methyl-2-pentanone is stirred and refluxed for 24 hours. The reaction mixture is cooled and filtered. The filtrate is evaporated. The residue is purified by column-chromatography over silica gel using methanol as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from 2,2'-oxybispropane, yielding 1.5 parts of N-[1-(1-methylethyl)-4-piperidinyl]-3-pyridinamine; mp. 100.7° C.

Workup

  1. temperaturerefluxed for 24 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationfiltered
  4. customThe filtrate is evaporated
  5. customThe residue is purified by column-chromatography over silica gel
  6. customThe pure fractions are collected
  7. customthe eluent is evaporated
  8. customThe residue is crystallized from 2,2'-oxybispropane

Sources & evidence

ORD record
ord-8ea3a89e88ba497d875335d72bad7acb
Source dataset
uspto-grants-1979_06
Patent number
US04157393

Reaction notes

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