New methodology for the preparation of 3-hydroxy-2-pyridinone (3,2-HOPO) chelators - Reaction of amines with a novel electrophilic 3,2-HOPO precursor

Tetrahedron Letters

Volumn 43, Issue 41, 2002, Pages 7379-7383

  Lambert, Timothy N ^a   Chittamuru, Sumathi ^a   Jacobs, Hollie K ^a   Gopalan, Aravamudan S ^a  

^a NEW MEXICO STATE UNIVERSITY   (United States)

Author keywords

Hydroxypyridinones; Iron overload diseases; Metal ion chelators; MRI contrast agents; Synthesis

Indexed keywords

AMINE; ANILINE; CHELATING AGENT; LIGAND; MESYLIC ACID DERIVATIVE; PYRIDONE DERIVATIVE; WATER;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; DRUG SYNTHESIS; METHODOLOGY; PRECURSOR; SOLUBILITY;

EID: 0037037835     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01730-6     Document Type: Article

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26. 5S: C, 56.96; H, 5.68; N, 4.15; found: C, 56.63; H, 5.56; N, 4.19%.
27. 3) δ 0.89 (t, J=6.7 Hz, 3H), 1.22-1.39 (m, 4H), 1.42-1.58 (m, 2H), 1.90-2.04 (m, 2H), 2.39 (br s, 1H), 2.61 (unres q, 4H), 4.07 (t, J=6.8 Hz, 2H), 5.11 (s, 2H), 6.02 (t, J=7.2 Hz, 1H), 6.64 (dd, J=7.4 and 1.6 Hz, 1H), 6.95 (dd, J=6.9 and 1.7 Hz, 1H), 7.29-7.46 (m, 5H).
28. 3) δ 0.82 (t, J=6.8 Hz, 3H), 1.10-1.30 (m, 4H), 1.44-1.62 (m, 2H), 1.78-1.90 (m, 2H), 3.47 (t, J=5.4 Hz, 2H), 3.78 (t, J=7.6 Hz, 2H), 4.06 (t, J=5.9 Hz, 2H), 4.88 (s, 2H), 5.65 (t, J=7.1 Hz, 1H), 6.25 (dd, J=7.0 and 1.2 Hz, 1H), 6.64 (dd, J=6.9 and 1.4 Hz, 1H), 7.34-7.41 (m, 5H).
29. 2: C, 76.20; H, 7.15; N, 7.73; found: C, 75.82; H, 7.23; N, 7.59%.
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