Trifluoroacetic acid → HCID 68487488, compound

HRID 21081Notes

Reaction equation

HRID 21081 reaction equation
[O:1]([C:8]1[CH:16]=[CH:15][C:14]([I:17])=[C:13]2[C:9]=1[CH:10](O)[N:11](C(C)(C1C=CC=CC=1)C)[C:12]2=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.C([SiH](CC)CC)C>[N+](C)([O-])=O>[O:1]([C:8]1[CH:16]=[CH:15][C:14]([I:17])=[C:13]2[C:9]=1[CH2:10][NH:11][C:12]2=[O:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 684917914-Phenoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone

Product 1

HCID 68487488HCID 68487488, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

In a similar manner to Step 4 of Example 16, 4-phenoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (700 mg, 1.44 mmol) was dissolved in nitromethane (28 mL), and the solution was treated with trifluoroacetic acid (1.10 mL, 14.4 mmol) and triethylsilane (0.460 mL, 2.88 mmol), followed by purification by slurry using diisopropylether to obtain 4-phenoxy-7-iodoisoindolinone (369 mg, yield 73%).

Workup

  1. customfollowed by purification by slurry

Sources & evidence

ORD record
ord-f0691fac2ac741efb6e6ec0b886c8127
Source dataset
uspto-grants-2010_06
Patent number
US07745641B2

Reaction notes

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