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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333159Generated: October 30, 2026

5-Aminoindole → HCID 135891275, compound

https://huagongshe.com/reaction/333159

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-AminoindoleHCID 78867—
Reactant4-Hydroxyphenylboronic acidHCID 2734360—
Reactant3,4,5-Trimethoxybenzeneboronic acidHCID 2734390—
Reactant5-(3,4-dimethoxyphenyl)-3-(1H-indol-5-yl)-1H-pyrrolo[2,3-b]pyridineHCID 46234011—
Reactant6-bromo-1-(1H-indol-5-yl)-1H-imidazo[4,5-b]pyrazin-2(3H)-oneHCID 72713632—
ReactantHCID 86662679HCID 86662679—
ProductHCID 135891275HCID 135891275—

Reaction Steps

Compound BE was prepared by a method analogous to that described in Example 1 by substituting 1-methyl-1H-indol-5-amine for 1H-indol-5-amine in the reaction with Intermediate BA to prepare 6-bromo-1-(1-methyl-1H-indol-5-yl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one. In a procedure similar to that used to synthesize Compound D, 4-hydroxyphenylboronic acid was substituted for 3,4,5-trimethoxyphenylboronic acid and 6-bromo-1-(1-methyl-1H-indol-5-yl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one was substituted for 6-bromo-1-(1H-indol-5-yl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one to obtain the title compound. 2.2 mg recovered. HPLC retention time: 2.18 minutes. MS ESI (m/z): 358.2 (M+H)+, calc. 357.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877772B2
Source datasetuspto-grants-2014_11
ORD IDord-fedd732eb3ef4f1ba95e2aff80dce43b
Source noteuspto-grants-2014_11