1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → HCID 465659, compound

HRID 728757Notes

Reaction equation

HRID 728757 reaction equation
[CH3:1][C:2]1[C:8](=[O:9])[NH:7][C:5](=[O:6])[N:4]([C@@H:10]2[O:14][C@H:13]([CH2:15][OH:16])[C@@H:12]([N:17]=[N+:18]=[N-:19])[CH2:11]2)[CH:3]=1.Br[CH2:21][CH2:22][N:23]1[C:27](=[O:28])[C:26]2=[CH:29][CH:30]=[CH:31][CH:32]=[C:25]2[C:24]1=[O:33]>>[C:24]1(=[O:33])[N:23]([CH2:22][CH2:21][N:7]2[C:8](=[O:9])[C:2]([CH3:1])=[CH:3][N:4]([C@@H:10]3[O:14][C@H:13]([CH2:15][OH:16])[C@@H:12]([N:17]=[N+:18]=[N-:19])[CH2:11]3)[C:5]2=[O:6])[C:27](=[O:28])[C:26]2=[CH:29][CH:30]=[CH:31][CH:32]=[C:25]12

Participants

3

Reactant 2

HCID 113251H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 35370Zidovudine

Product 1

HCID 465659HCID 465659, compound

Procedure

AZT is reacted with N-(2-bromoethyl)-phthalimide (Reaction B) to provide 3-(2-phthalimidoethyl)-3'-azido-3'-deoxythymidine (3-PHT-E-AZT) (Example 25).

Sources & evidence

ORD record
ord-58d9787fc2aa4ca0ba125a00f64c1953
Source dataset
uspto-grants-1991_09
Patent number
US05051361

Reaction notes

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