HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Aminoindole → HCID 135891275, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Aminoindole | HCID 78867 | — |
| Reactant | 4-Hydroxyphenylboronic acid | HCID 2734360 | — |
| Reactant | 3,4,5-Trimethoxybenzeneboronic acid | HCID 2734390 | — |
| Reactant | 5-(3,4-dimethoxyphenyl)-3-(1H-indol-5-yl)-1H-pyrrolo[2,3-b]pyridine | HCID 46234011 | — |
| Reactant | 6-bromo-1-(1H-indol-5-yl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one | HCID 72713632 | — |
| Reactant | HCID 86662679 | HCID 86662679 | — |
| Product | HCID 135891275 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846909B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-70e032dda80d42df89471c158951b0dd |
| Source note | uspto-grants-2014_09 |