Sodium Iodide → HCID 67119889, compound

HRID 1888087Notes

Reaction equation

HRID 1888087 reaction equation
[Cl-:1].[Ce+3].[Cl-].[Cl-].[I-].[Na+].Br[CH2:8][C:9]([C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][CH2:15][CH2:14]2)=[O:10].[CH2:20]([N:27]1[CH2:32][CH2:31][C:30](=[O:33])[CH2:29][CH2:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>O1CCCC1>[ClH:1].[CH2:20]([N:27]1[CH2:32][CH2:31][C:30]([CH2:8][C:9]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][CH2:15][CH2:14]3)=[O:10])([OH:33])[CH2:29][CH2:28]1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 192201-Benzyl-4-piperidoneHCID 24636Cerium(III) chlorideHCID 76849384HCID 76849384, compound

Product 1

HCID 67119889HCID 67119889, compoundYield 41.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Anhydrous cerium chloride (0.99 g, 4.0 mmol) and sodium iodide (1.8 g, 12.0 mmol) are added to 10 ml of anhydrous tetrahydrofuran as a solvent to form a suspension. Dissolving 0.96 g (4.0 mmol) of 2-bromo-1-(5-indolinyl)-ethanone and 0.76 g (4.0 mmol) of N-benzyl-4-piperidone into 10 ml of anhydrous tetrahydrofuran, and the solution is added dropwise to the above suspension and reacting at room temperature for 2 hours. Operating according to the post-treatment procedure in General Method three to obtain 0.64 g of a white crystal, with yield of 36.2%.

Workup

  1. customto form a suspension
  2. additionthe solution is added dropwise to the above suspension

Sources & evidence

ORD record
ord-390a8140999a49b3971501c8d9bc9f11
Source dataset
uspto-grants-2013_08
Patent number
US08501778B2

Reaction notes

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