HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82965Generated: October 29, 2026
tert-Butyl acrylate → HCID 57777730, compound
https://huagongshe.com/reaction/82965
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-Butyl acrylate | HCID 15458 | — |
| Reactant | 2-Amino-5-bromopyridine | HCID 70622 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Propionitrile | HCID 7854 | — |
| Product | HCID 57777730 | HCID 57777730 | 99.7% |
Reaction Steps
To a solution of 2-amino-5-bromopyridine (300 mg, 1.73 mmol) in DMF (1.5 mL) and proprionitrile (3.5 mL) under Argon were added DIPEA (613 μL, 3.71 mmol), tert-butyl acrylate (1.02 mL, 7.06 mmol), tri(o-tolyl)phosphine (106 mg, 0.35 mmol) and palladium acetate (39 mg, 0.17 mmol). The mixture was stirred at 100° C. for 20 h, then allowed to come back to room temperature, filtered through Celite pad and rinsed with EtOAc. The residue obtained after concentration was purified by flash chromatography (eluent: 95/5 DCM/MeOH) to give the title compound as an orange solid (380 mg, quantitative).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08846711B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-95c60fa7eb28411bbccf8fff1d21a59e |
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| Source note | uspto-grants-2014_09 |
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