Sodium Iodide → HCID 73863355, compound

HRID 1168607Notes

Reaction equation

HRID 1168607 reaction equation
Cl[CH2:2][CH2:3][CH2:4][N:5]1[CH2:11][CH2:10][C:9](=[N:12][OH:13])[C:8]2[N:14]([CH3:17])[CH:15]=[CH:16][C:7]=2[S:6]1(=[O:19])=[O:18].Cl.[F:21][C:22]1[CH:35]=[CH:34][C:25]([C:26]([CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[O:27])=[CH:24][CH:23]=1.C(=O)([O-])O.[Na+].[I-].[Na+]>C(#N)C>[F:21][C:22]1[CH:23]=[CH:24][C:25]([C:26]([CH:28]2[CH2:33][CH2:32][N:31]([CH2:2][CH2:3][CH2:4][N:5]3[CH2:11][CH2:10][C:9](=[N:12][OH:13])[C:8]4[N:14]([CH3:17])[CH:15]=[CH:16][C:7]=4[S:6]3(=[O:19])=[O:18])[CH2:30][CH2:29]2)=[O:27])=[CH:34][CH:35]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 516892Sodium BicarbonateHCID 3084438p-Fluorophenyl 4-piperidyl ketone hydrochlorideHCID 73863353HCID 73863353, compound

Product 1

HCID 73863355HCID 73863355, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension of 112 mg (0.4 mmol) of Compound 20, 97 mg (0.4 mmol) of 4-(4-fluorobenzoyl)piperidine hydrochloride, 134 mg (1.6 mmol) of sodium hydrogencarbonate and 120 mg (0.8 mmol) of sodium iodide in 5 ml of acetonitrile was refluxed for 14 hours. Post treatment and purification were conducted as in Example 15, whereby 181 mg of the title compound were obtained (yield: 95%).

Workup

  1. temperaturewas refluxed for 14 hours
  2. customPost treatment and purification

Sources & evidence

ORD record
ord-cf711f1431fe4c508719ba5d3c283593
Source dataset
uspto-grants-2003_09
Patent number
US06624314B2

Reaction notes

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