Sodium Iodide → HCID 19955567, compound

HRID 483771Notes

Reaction equation

HRID 483771 reaction equation
[C:1]1([CH2:7][O:8][N:9]=[C:10]2[CH2:24][CH:13]3[CH2:14][N:15]([C:17](OC(C)(C)C)=[O:18])[CH2:16][CH:12]3[CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.F[C:26](F)(F)C(O)=O.ClCC(OC(=O)CCl)=O.[Na+].[I-:42]>C(Cl)Cl.CC(C)=O.C(N(CC)CC)C>[I:42][CH2:26][C:17]([N:15]1[CH2:16][CH:12]2[CH2:11][C:10](=[N:9][O:8][CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:24][CH:13]2[CH2:14]1)=[O:18]

Participants

8

Reactant 4

HCID 5238Sodium IodideHCID 6422Trifluoroacetic acidHCID 10946Chloroacetic anhydrideHCID 19967241HCID 19967241, compound

Product 1

HCID 19955567HCID 19955567, compound

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

The title compound of example F is treated with trifluoroacetic acid in methylene chloride at room temperature. The volatiles are removed under reduced pressure to afford a residue which is treated with chloroacetic anhydride and triethylamine. The chloroacetylated material is then reacted with NaI in acetone to give the title compound.

Workup

  1. customThe volatiles are removed under reduced pressure
  2. customto afford a residue which

Sources & evidence

ORD record
ord-e22b60d139744628a5e5b48c8512dd4f
Source dataset
uspto-grants-1993_07
Patent number
US05227377

Reaction notes

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