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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82965Generated: October 29, 2026

tert-Butyl acrylate → HCID 57777730, compound

https://huagongshe.com/reaction/82965

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl acrylateHCID 15458—
Reactant2-Amino-5-bromopyridineHCID 70622—
ReactantTri-o-tolylphosphineHCID 80271—
ReactantDiisopropylethylamineHCID 81531—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
SolventPropionitrileHCID 7854—
ProductHCID 57777730HCID 5777773099.7%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846711B2
Source datasetuspto-grants-2014_09
ORD IDord-95c60fa7eb28411bbccf8fff1d21a59e
Source noteuspto-grants-2014_09