Pyridine → HCID 10056769, compound

HRID 233060Notes

Reaction equation

HRID 233060 reaction equation
[C:1]([O:4][CH2:5][CH:6]([NH:12][C:13]([C:15]1[C:16]([I:45])=[C:17]([NH:37][C:38](=[O:44])[O:39][CH2:40][CH:41]2[CH2:43][O:42]2)[C:18]([I:36])=[C:19]([C:22]([NH:24][CH:25]([CH2:31][O:32][C:33](=[O:35])[CH3:34])[CH2:26][O:27][C:28](=[O:30])[CH3:29])=[O:23])[C:20]=1[I:21])=[O:14])[CH2:7][O:8][C:9](=[O:11])[CH3:10])(=[O:3])[CH3:2].N1C=CC=CC=1>C(OCC)(=O)C>[C:1]([O:4][CH2:5][CH:6]([NH:12][C:13]([C:15]1[C:16]([I:45])=[C:17]([N:37]2[CH:41]([CH2:43][OH:42])[CH2:40][O:39][C:38]2=[O:44])[C:18]([I:36])=[C:19]([C:22]([NH:24][CH:25]([CH2:31][O:32][C:33](=[O:35])[CH3:34])[CH2:26][O:27][C:28](=[O:30])[CH3:29])=[O:23])[C:20]=1[I:21])=[O:14])[CH2:7][O:8][C:9](=[O:11])[CH3:10])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 1049PyridineHCID 10033903HCID 10033903, compound

Product 1

HCID 10056769HCID 10056769, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of oxiranylmethyl [3,5-bis [[[2-(acetyloxy)-1-[(acetyloxy)methyl]ethyl]amino]carbonyl]-2,4,6-triiodophenyl]carbamate of Example 3a (12.1 g, 12.4 mmol) in freshly distilled anhydrous pyridine (120 ml) was heated at 75° C. for 45 minutes. Pyridine was removed under diminished pressure at 45° C. and the residue was co-evaporated twice with toluene (75 ml). The solid thus obtained was dissolved in ethyl acetate (250 ml) and the solution was washed with H2O (1×100 ml). The organic layer was dried (MgSO4). It was then filtered and the solvent removed to obtain the title compound as a yellow solid (9.2 g).

Workup

  1. customPyridine was removed under diminished pressure at 45° C.
  2. customThe solid thus obtained
  3. washthe solution was washed with H2O (1×100 ml)
  4. dry with materialThe organic layer was dried (MgSO4)
  5. filtrationIt was then filtered
  6. customthe solvent removed

Sources & evidence

ORD record
ord-9758480cdbce4fab839ab102470c48e2
Source dataset
uspto-grants-1997_01
Patent number
US05591846

Reaction notes

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