Sodium Iodide → HCID 58392699, compound

HRID 446845Notes

Reaction equation

HRID 446845 reaction equation
[CH:1]([O:3][C:4]([N:6]1[CH2:30][C@:29]2([C:31](=[O:38])[CH2:32]OS(C)(=O)=O)[C@@H:8]([CH2:9][C@H:10]3[C@H:23]4[C@@:14]([F:27])([C@:15]5([CH3:26])[C:20]([C@@H:21]([F:24])[CH2:22]4)=[CH:19][C:18](=[O:25])[CH:17]=[CH:16]5)[C@@H:13]([OH:28])[CH2:12][C@@:11]32[CH3:39])[CH2:7]1)=[O:5])=[CH2:2].[I-].[Na+]>CC(C)=O>[CH:1]([O:3][C:4]([N:6]1[CH2:30][C@:29]2([C:31](=[O:38])[CH3:32])[C@@H:8]([CH2:9][C@H:10]3[C@H:23]4[C@@:14]([F:27])([C@:15]5([CH3:26])[C:20]([C@@H:21]([F:24])[CH2:22]4)=[CH:19][C:18](=[O:25])[CH:17]=[CH:16]5)[C@@H:13]([OH:28])[CH2:12][C@@:11]32[CH3:39])[CH2:7]1)=[O:5])=[CH2:2]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 58392718HCID 58392718, compound

Product 1

HCID 58392699HCID 58392699, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
110 °C

Procedure

In a closed vessel, a mixture of compound 165 (592 mg, 1.039 mmol) and sodium iodide (2181 mg, 14.55 mmol) in acetone (25 ml) is heated under microwave irradiation for 3 hours at 110° C. The reaction mixture is partitioned between AcOEt and a 5% solution of Na2S2O5. The organic phase is washed with brine, dried over Na2SO4 and filtered. The solvent is evaporated to give the title compound (495 mg, 100%).

Workup

  1. customThe reaction mixture is partitioned between AcOEt
  2. washThe organic phase is washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customThe solvent is evaporated

Sources & evidence

ORD record
ord-4cd1e1712f3e4515a509c33686b44046
Source dataset
uspto-grants-2013_07
Patent number
US08481517B2

Reaction notes

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