Trifluoroacetic acid → HCID 68489198, compound

HRID 21237Notes

Reaction equation

HRID 21237 reaction equation
O[CH:2]1[C:10]2[C:5](=[C:6]([I:13])[CH:7]=[C:8]([Cl:12])[C:9]=2[Cl:11])[C:4](=[O:14])[N:3]1C(C)(C1C=CC=CC=1)C.FC(F)(F)C(O)=O.C([SiH](CC)CC)C>[N+](C)([O-])=O>[Cl:11][C:9]1[C:8]([Cl:12])=[CH:7][C:6]([I:13])=[C:5]2[C:10]=1[CH2:2][NH:3][C:4]2=[O:14]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 684887323-Hydroxy-4,5-dichloro-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone

Product 1

HCID 68489198HCID 68489198, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

In a similar manner to Step 4 of Example 16, 3-hydroxy-4,5-dichloro-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (347 mg, 0.750 mmol) was dissolved in nitromethane (14 mL), and the solution was treated with trifluoroacetic acid (0.867 mL, 11.3 mmol) and triethylsilane (0.240 mL, 1.50 mmol), followed by purification by slurry using chloroform to obtain 4,5-dichloro-7-iodoisoindolinone (182 mg, yield 74%).

Workup

  1. customfollowed by purification by slurry

Sources & evidence

ORD record
ord-62cbf3f81bc14809818a48d4201ca5b2
Source dataset
uspto-grants-2010_06
Patent number
US07745641B2

Reaction notes

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