HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051434Generated: November 1, 2026
Cesium carbonate → 3-(5,6-Dimethyl-3-thia-1,4,7,8a-tetraaza-as-indacen-8-yl)-benzamide
https://huagongshe.com/reaction/1051434
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (3-Carbamoylphenyl)boronic acid | HCID 2737814 | — |
| Reactant | 8-Bromo-5,6-dimethyl-3-thia-1,4,7,8a-tetraaza-as-indacene | HCID 73425859 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(5,6-Dimethyl-3-thia-1,4,7,8a-tetraaza-as-indacen-8-yl)-benzamide | HCID 73425974 | 53% |
Reaction Steps
Under argon atmosphere, a 5 mL microwave reaction vial was charged with 8-bromo-5,6-dimethyl-3-thia-1,4,7,8a-tetraaza-as-indacene from example 7 (10 mg, 0.035 mmol), 3-carbamoylphenylboronic acid (9 mg, 0.053 mmol) and Cs2CO3 (23 mg, 0.071 mmol) in DMF (3 mL) followed by the addition of Pd(dppf)Cl2 (3 mg, 3.5 μmol). The resulting suspension was heated on microwave at 100° C. for 1 hr. The reaction mixture was filtered and the filtrate was purified by Prep-HPLC to give the title compound (6 mg, yield: 52%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388180B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-1d18d74036eb4d70b41da0130aad473a |
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| Source note | uspto-grants-2016_07 |
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