Sodium Iodide → HCID 19955567, compound

HRID 1587673Notes

Reaction equation

HRID 1587673 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-a15fda1955e34ef3a000298e87361190
Source dataset
uspto-grants-1993_06
Patent number
US05219850

Reaction notes

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