Sodium Iodide → HCID 178496190, compound

HRID 2200076Notes

Reaction equation

HRID 2200076 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][O:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([O:25]C)[N:6]2[CH2:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=[O:22])=[CH:19][CH:18]=1.[I-].[Na+].Cl[Si](C)(C)C>C(#N)C>[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][O:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([OH:25])[N:6]2[CH2:16][C:17]1[CH:18]=[CH:19][C:20]([CH:21]=[O:22])=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 6397ChlorotrimethylsilaneHCID 57663088HCID 57663088, compound

Product 1

HCID 178496190HCID 178496190, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

The product of example 7 (800 mg) is combined with sodium iodide (504 mg) and acetonitrile (40 mL), and then chlorotrimethylsilane (0.5 mL) is slowly added. The mixture is heated at 70° C. for 3.5 h, cooled and filtered. The solid product is washed with water, then ether to yield 406 mg. NMR, UV, MS are consistent with structure assignment. This material is suitable for conjugation reactions between linkers and auxiliary groups.

Workup

  1. temperaturecooled
  2. filtrationfiltered
  3. washThe solid product is washed with water
  4. customether to yield 406 mg

Sources & evidence

ORD record
ord-7f109672ebf1438dbdd0dd1ef2fa1525
Source dataset
uspto-grants-2016_06
Patent number
US09359360B2

Reaction notes

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