Sodium Iodide → HCID 19701274, compound

HRID 861988Notes

Reaction equation

HRID 861988 reaction equation
Cl[CH2:2][C:3]1[C:4]2[N:5]([CH:9]=[C:10]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:11]=2)[CH:6]=[CH:7][CH:8]=1.[Na+].[I-].[P:19]([O:26]CC)([O:23][CH2:24][CH3:25])[O:20][CH2:21][CH3:22]>CCC(C)=O>[CH2:21]([O:20][P:19]([CH2:2][C:3]1[C:4]2[N:5]([CH:9]=[C:10]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:11]=2)[CH:6]=[CH:7][CH:8]=1)([O:23][CH2:24][CH3:25])=[O:26])[CH3:22]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 31215Triethyl phosphiteHCID 19701330HCID 19701330, compound

Product 1

HCID 19701274HCID 19701274, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

By the method of Example 6, the product from Example 21 was dissolved in MEK (130 mL) and treated with NaI (3.4 g, 23 mmol) and triethyl phosphite (5.32 g, 32 mmol). Final purification via flash chromatography (95/4.5/0.5 EtOAc/EtOH/Et3N) provided 3.23 g (45%) of title compound.

Workup

  1. customFinal purification via flash chromatography (95/4.5/0.5 EtOAc/EtOH/Et3N)

Sources & evidence

ORD record
ord-78af794db881414fb1df2b36b7976a25
Source dataset
uspto-grants-1998_02
Patent number
US05716964

Reaction notes

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