HCID 12085952, compound → HCID 178480115, compound

HRID 412694Notes

Reaction equation

HRID 412694 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[NH2:20])[CH2:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[O:16].C(O[C:24]([CH2:26][C:27]1[N:31]([CH3:32])[C:30]2[CH:33]=[CH:34][C:35]([C:37]([OH:39])=[O:38])=[CH:36][C:29]=2[N:28]=1)=O)C>>[O:16]=[C:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:14](=[O:15])[N:6]1[CH2:5][C:4]1[CH:17]=[CH:18][C:19]2[NH:20][C:24]([CH2:26][C:27]3[N:31]([CH3:32])[C:30]4[CH:33]=[CH:34][C:35]([C:37]([OH:39])=[O:38])=[CH:36][C:29]=4[N:28]=3)=[N:1][C:2]=2[CH:3]=1

Participants

3

Reactant 2

HCID 12085952HCID 12085952, compoundHCID 185377612-(3,4-Diaminobenzyl)isoindole-1,3-dione

Product 1

HCID 178480115HCID 178480115, compoundYield 48%

Procedure

2-(3,4-Diaminobenzyl)isoindole-1,3-dione, prepared as in Example 2(d), was reacted with 2-ethoxycarbonylmethyl-1-methyl-1H-benzoimidazole-5-carboxylic acid under conditions similar to that set forth in Example 2(e) to provide 2-[5-(1,3-dioxo-1,3-dihydroisoindol-2-ylmethyl)-1H-benzoimidazol-2-ylmethyl]-1-methyl-1H-benzoimidazole-5-carboxylic acid (48% yield); 1H-NMR (300 Mhz, DMSO-d6): 8.10 (s, 1H), 7.80-7.84 (m, 5H), 7.57 (d, 1H, J=10.0 Hz), 7.40 (br s, 2H), 7.10 (br s, 1H), 4.80 (s, 2H), 4.56 (s, 2H), 3.79 (s, 3H).

Sources & evidence

ORD record
ord-a3ff5e156aa44cd7a2e6b607f641b6fb
Source dataset
uspto-grants-2003_05
Patent number
US06562854B2

Reaction notes

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