Potassium Iodide → HCID 19836734, compound

HRID 476946Notes

Reaction equation

HRID 476946 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[OH:8])[CH2:3][CH2:2]1.Cl[CH2:22][CH2:23][CH:24]1[O:28][C:27](=[O:29])[N:26]([CH3:30])[CH2:25]1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>C(O)CCC>[N:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)([OH:8])[CH:4]1[CH2:5][CH2:6][N:1]([CH2:22][CH2:23][CH:24]2[O:28][C:27](=[O:29])[N:26]([CH3:30])[CH2:25]2)[CH2:2][CH2:3]1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 146987465-(2-Chloro-ethyl)-3-methyl-oxazolidin-2-oneHCID 19989947α-4-Piperidinyl-α-2-pyridinyl-2-pyridinemethanol

Product 1

HCID 19836734HCID 19836734, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 2.69 g (0.01 mol) of α-(4-piperidinyl)-α-(2-pyridinyl)-2-pyridinemethanol, 1.6 g (0.01 mol) of 5-(2-chloroethyl)-3-methyl-2-oxazolidinone, 3.7 g (0.035 mol) of anhydrous sodium carbonate and 0.1 g of potassium iodide in 100 mL of 1-butanol is heated at reflux for 16 hr. The mixture is concentrated and the residue is partitioned between benzene and water. The organic layer is washed with water and brine, dried over sodium sulfate, filtered and concentrated to give the title compound.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 16 hr
  3. concentrationThe mixture is concentrated
  4. customthe residue is partitioned between benzene and water
  5. washThe organic layer is washed with water and brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-65c66da9f6f24712b39517732143f898
Source dataset
uspto-grants-1989_12
Patent number
US04886794

Reaction notes

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