Hydrochloric Acid → 3-[6-(1H-Imidazol-2-yl)-1-methyl-1H-indol-3-yl]-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione

HRID 651748Notes

Reaction equation

HRID 651748 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[N:12](COCC[Si](C)(C)C)[CH:13]=[CH:14][N:15]=3)[CH:9]=2)[CH:4]=[CH:3]1.Cl.C([O:28][C:29](=[NH:44])[CH2:30][C:31]1[C:39]2[C:34](=[CH:35][C:36]([N+:40]([O-:42])=[O:41])=[CH:37][CH:38]=2)[N:33]([CH3:43])[CH:32]=1)(C)C.Cl.[CH2:46]([OH:48])[CH3:47]>>[NH:12]1[CH:13]=[CH:14][N:15]=[C:11]1[C:8]1[CH:9]=[C:10]2[C:5]([C:4]([C:47]3[C:46](=[O:48])[NH:28][C:29](=[O:44])[C:30]=3[C:31]3[C:39]4[C:34](=[CH:35][C:36]([N+:40]([O-:42])=[O:41])=[CH:37][CH:38]=4)[N:33]([CH3:43])[CH:32]=3)=[CH:3][N:2]2[CH3:1])=[CH:6][CH:7]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 217090551-methyl-6-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-indoleHCID 699446352-(1-Methyl-6-nitro-1H-indol-3-yl)acetimidic acid isopropyl ester hydrochloride

Product 1

HCID 101158693-[6-(1H-Imidazol-2-yl)-1-methyl-1H-indol-3-yl]-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione

Procedure

3-[6-(1H-Imidazol-2-yl)-1-methyl-1H-indol-3-yl]-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione was prepared from 1-methyl-6-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-indole and 2-(1-methyl-6-nitro-1H-indol-3-yl)-acetimidic acid isopropyl ester hydrochloride followed by deprotection using aqueous hydrochloric acid in ethanol.

Sources & evidence

ORD record
ord-b2515a8abd454d53b56e36180216ed10
Source dataset
uspto-grants-2001_08
Patent number
US06281356B1

Reaction notes

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