HCID 86709851, compound → HCID 73051101, compound

HRID 2277114Notes

Reaction equation

HRID 2277114 reaction equation
[O:1]=[C:2]1[CH:7]([N:8]2[C:16](=[O:17])[C:15]3[C:10](=[CH:11][C:12]([OH:21])=[CH:13][C:14]=3[N+:18]([O-])=O)[C:9]2=[O:22])[CH2:6][CH2:5][C:4](=[O:23])[NH:3]1.[H][H]>[Pd].C1COCC1>[NH2:18][C:14]1[CH:13]=[C:12]([OH:21])[CH:11]=[C:10]2[C:15]=1[C:16](=[O:17])[N:8]([CH:7]1[CH2:6][CH2:5][C:4](=[O:23])[NH:3][C:2]1=[O:1])[C:9]2=[O:22]

Participants

5

Reactant 2

HCID 86709851HCID 86709851, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 73051101HCID 73051101, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In yet another embodiment, the process provided herein for preparing 4-amino-2-(2,6-dioxopiperidin-3-yl)-6-hydroxyisoindoline-1,3-dione, or an enantiomer or a mixture of enantiomers thereof; or a pharmaceutically acceptable salt, solvate, hydrate, or polymorph thereof; comprises the step of reducing 2-(2,6-dioxopiperidin-3-yl)-6-hydroxy-4-nitroisoindoline-1,3-dione with hydrogen in the presence of (i) a catalyst, in one embodiment, Pd/C; in (ii) a solvent, in one embodiment, THF; to form 4-amino-2-(2,6-dioxopiperidin-3-yl)-6-hydroxyisoindoline-1,3-dione.

Workup

  1. additionan enantiomer or a mixture of enantiomers

Sources & evidence

ORD record
ord-0a495b0ca55f4e8e86424063cb5a4ee8
Source dataset
uspto-grants-2015_09
Patent number
US09133161B2

Reaction notes

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