HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011579Generated: October 31, 2026
Water → 2-Aminocarbonylamino-5-(4-vinylphenyl)pyrrole-3-carboxamide
https://huagongshe.com/reaction/1011579
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 5233012 | — |
| Reactant | 2-Aminocarbonylamino-5-(4-bromophenyl)pyrrole-3-carboxamide | HCID 25005704 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 2-Aminocarbonylamino-5-(4-vinylphenyl)pyrrole-3-carboxamide | HCID 25002918 | 33% |
Reaction Steps
2-Aminocarbonylamino-5-(4-bromophenyl)pyrrole-3-carboxamide (Compound No. 1-1, 80 mg, 0.25 mmol), sodium hydrogencarbonate (52 mg, 0.62 mmol), vinylboronic acid pinacol ester (63 μL, 0.37 mmol) and tetrakis(triphenylphosphine)palladium(0) (14 mg, 0.012 mmol) in mixed solvent (4 mL), which consists of water and 1,4-dioxane (1:3), were stirred overnight at 95° C. The brine (10 mL) was added to the reaction solution, extracted with ethyl acetate (10 mL), and then the organic layer was dried over magnesium sulfate. The layer was filtered with celite and the solvent was removed under reduced pressure. The obtained solid was washed with diethyl ether (2 mL), and dried under reduced pressure to give the target compound (22 mg) as a pale brown solid (Yield 33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07977371B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-5d0509ea1ec4456f82b67e68897f1655 |
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| Source note | uspto-grants-2011_07 |
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