Acetonitrile → 10-(4-Iodo-[1,2,3]triazol-1-yl)-decanoic acid

HRID 2280234Notes

Reaction equation

HRID 2280234 reaction equation
[Na].[I-:2].C([O-])(=O)C.[NH4+].C(OO)(=O)C.C([Sn](CCCC)(CCCC)[C:18]1[N:19]=[N:20][N:21]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33])[CH:22]=1)CCC.C(#N)C>[OH-].[Na+].C(O)C>[I:2][C:18]1[N:19]=[N:20][N:21]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33])[CH:22]=1

Participants

9

Reactant 6

HCID 6342AcetonitrileHCID 6585Peracetic AcidHCID 30165Iodide Ion2×HCID 517165Ammonium AcetateHCID 5360545Sodium2×HCID 6797543910-(4-Tributylstannyl-[1,2,3]triazol-1-yl)-decanoic acid

Product 1

HCID 5738464210-(4-Iodo-[1,2,3]triazol-1-yl)-decanoic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

To sodium [123I] iodide, received in 5-20 μL 0.05M sodium hydroxide is added ammonium acetate buffer (100 μL pH 4.0, 0.2M), sodium [127I] iodide (10 μL, 1 mM solution in 0.01M sodium hydroxide, 1×10−8 moles), peracetic acid (PAA) solution (10 μL 1 mM solution, 1×10−8 moles) and finally 10-(4-tributylstannyl-[1,2,3]triazol-1-yl)-decanoic acid solution in ethanol or acetonitrile (53 μg, 1×10−7 moles). The reaction mixture is allowed to stand at room temperature for 15 minutes prior to HPLC purification of the iodinated product 10-(4-iodo-[1,2,3]triazol-1-yl)-decanoic acid.

Workup

  1. customto HPLC purification of the iodinated product 10-(4-iodo-[1,2,3]triazol-1-yl)-decanoic acid

Sources & evidence

ORD record
ord-66baa469a84643239eb729419064324d
Source dataset
uspto-grants-2015_09
Patent number
US09138493B2

Reaction notes

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