Hydrogen Bromide → HCID 67287662, compound

HRID 2390852Notes

Reaction equation

HRID 2390852 reaction equation
[C:1]([C:5]1[C:6]([O:37][CH3:38])=[C:7](/[CH:20]=[CH:21]/[C:22]2[CH:31]=[CH:30][C:29]([NH:32][S:33]([CH3:36])(=[O:35])=[O:34])=[CH:28][C:23]=2[C:24]([O:26][CH3:27])=[O:25])[CH:8]=[C:9]([C:11]2[C:12]([O:18]C)=[N:13][C:14]([CH3:17])=[CH:15][CH:16]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].Br.C([O-])(O)=O.[Na+]>CC(O)=O>[CH3:27][O:26][C:24](=[O:25])[C:23]1[CH:28]=[C:29]([NH:32][S:33]([CH3:36])(=[O:34])=[O:35])[CH:30]=[CH:31][C:22]=1/[CH:21]=[CH:20]/[C:7]1[CH:8]=[C:9]([C:11]2[C:12](=[O:18])[NH:13][C:14]([CH3:17])=[CH:15][CH:16]=2)[CH:10]=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[C:6]=1[O:37][CH3:38]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 516892Sodium BicarbonateHCID 67286467HCID 67286467, compound

Product 1

HCID 67287662HCID 67287662, compoundYield 58.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

step 1—A solution of 308 (89 mg, 0.165 mmol), HBr 48% (0.090 mL, 0.784 mmol) in HOAc (4 mL) was heated at 50 overnight in a sealed tube. The reaction mixture was carefully poured into a mixture of saturated NaHCO3 and ice, extracted with EtOAc, and dried (Na2SO4). The crude product was purified on a preparative SiO2 TLC plate developed with 2:1 EtOAc/hexane to afford 51 mg of a white solid that was further purified by HPLC to afford 33 mg of I-201 as a white solid.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialdried (Na2SO4)
  3. customThe crude product was purified on a preparative SiO2 TLC plate

Sources & evidence

ORD record
ord-957bfd3c151440d29afc620d5a81d756
Source dataset
uspto-grants-2012_09
Patent number
US08273773B2

Reaction notes

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