Hydrochloride methanol → 4-Chloro-5-hydroxy-7-iodoisoindolinone

HRID 21261Notes

Reaction equation

[Cl:1][C:2]1[C:10]([OH:11])=[CH:9][C:8]([I:12])=[C:7]2[C:3]=1[CH2:4][N:5](C(C)(C1C=CC=CC=1)C)[C:6]2=[O:13].Cl.CO>>[Cl:1][C:2]1[C:10]([OH:11])=[CH:9][C:8]([I:12])=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:13]

Participants

Reactant 2

HCID 21893726Hydrochloride methanol

HCID 684939844-Chloro-5-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone

Product 1

HCID 684892494-Chloro-5-hydroxy-7-iodoisoindolinoneYield 58%

Procedure

In a similar manner to Step 6 of Example 139, 4-chloro-5-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (97.1 mg, 0.206 mmol) was treated with 10% hydrogen chloride-methanol solution (3 mL), followed by purification by slurry using diisopropylether to obtain 4-chloro-5-hydroxy-7-iodoisoindolinone (36.9 mg, yield 58%).

Workup

customfollowed by purification by slurry

Sources & evidence

ORD record: ord-9e6bd2567c9c46e48a78b830e9111924
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07745641B2

Reaction notes

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