HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803611Generated: November 3, 2026
2-Bromobenzonitrile → HCID 67415713, compound
https://huagongshe.com/reaction/1803611
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromobenzonitrile | HCID 16272 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate | HCID 4142526 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67415713 | HCID 67415713 | 74% |
Reaction Steps
A mixture of hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester (464 mg, (2.19 mmol), 2-bromobenzonitrile (400 mg, 2.19 mmol), Pd2(dba)3 (100 mg, 0.11 mmol), xantphos (190 mg, 0.33 mmol), sodium t-butoxide (618 mg, 6.57 mmol) in degassed anhydrous dioxane (10 mL) was heated at 120° C. in a sealed tube for 1 h. The mixture was allowed to cool and filtered through celite. The filtrate was concentrated and purified by chromatography (EtOAc/hexanes) to yield the title compound (505 mg, 74%). m/z (M+1) 313.41.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349836B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-ab9f6bd6e5ca4a1bbd2e3b5147c680b2 |
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| Source note | uspto-grants-2013_01 |
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