HCID 89964223, compound → Iberdomide

HRID 626324Notes

Reaction equation

HRID 626324 reaction equation
C([N:8]1[C:13](=[O:14])[CH2:12][CH2:11][C@H:10]([N:15]2[CH2:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][C:21]=3[O:24][CH2:25][C:26]3[CH:31]=[CH:30][C:29]([CH2:32][N:33]4[CH2:38][CH2:37][O:36][CH2:35][CH2:34]4)=[CH:28][CH:27]=3)[C:16]2=[O:39])[C:9]1=[O:40])C1C=CC=CC=1>C(O)(=O)C.[Pd]>[O:36]1[CH2:37][CH2:38][N:33]([CH2:32][C:29]2[CH:30]=[CH:31][C:26]([CH2:25][O:24][C:21]3[CH:20]=[CH:19][CH:18]=[C:17]4[C:22]=3[CH2:23][N:15]([C@H:10]3[CH2:11][CH2:12][C:13](=[O:14])[NH:8][C:9]3=[O:40])[C:16]4=[O:39])=[CH:27][CH:28]=2)[CH2:34][CH2:35]1

Participants

4

Reactant 1

HCID 89964223HCID 89964223, compound

Product 1

HCID 67335295Iberdomide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

(S)-3-(4-((4-(Morpholinomethyl)benzyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione is prepared from (S)-1-benzyl-3-(4-((4-(morpholinomethyl)benzyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione by hydrogenation in acetic acid in the presence of Pd/C for 2 days.

Sources & evidence

ORD record
ord-2c74ade9432644d997d76c5f3284ff46
Source dataset
uspto-grants-2016_04
Patent number
US09309220B2

Reaction notes

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