HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42253Generated: October 26, 2026
Dimethylformamide → 2-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-1H-isoindole-1,3(2H)-dione
https://huagongshe.com/reaction/42253
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phthalic Anhydride | HCID 6811 | — |
| Reactant | 6-(1H-indol-4-yl)-1H-indazol-4-amine | HCID 58268019 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-1H-isoindole-1,3(2H)-dione | HCID 44540404 | 63.1% |
Reaction Steps
A mixture of 6-(1H-indol-4-yl)-1H-indazol-4-amine (500 mg, 2.014 mmol), 2-benzofuran-1,3-dione (298 mg, 2.014 mmol) and DMF (2.5 ml) was placed in a Biotage vial (2-5 ml) equipped with a magnetic stirrer bar. The vial was placed in a Biotage Initiator microwave and heated at 150° C. for 30 min then again at 150° C. for a further 15 min. The reaction mixture was evaporated to dryness to give a brown oil which was dissolved in dichloromethane and applied to a 100 g silica SPE cartridge. The cartridge was eluted on a Flashmaster (II) instrument using a gradient of 0-100% ethyl acetate in cyclohexane over 40 min followed by 0-20% methanol in cyclohexane over 15 min. Appropriate fractions were combined and evaporated to give the title compound (481 mg) as a pale yellow foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08536169B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-86134a09b94647c7bd01f6a44bdf76c2 |
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| Source note | uspto-grants-2013_09 |
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