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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842227Generated: October 31, 2026

Potassium Phosphate, Tribasic → tert-Butyl 5-cyclopropylpicolinate

https://huagongshe.com/reaction/1842227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTricyclohexylphosphineHCID 75806—
ReactantCyclopropylboronic acidHCID 2760897—
Reactanttert-Butyl 5-bromopyridine-2-carboxylateHCID 24997839—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Producttert-Butyl 5-cyclopropylpicolinateHCID 5782728413.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

Cyclopropylboronic acid (43.2 mg), tricyclohexylphosphine (10.9 mg), palladium acetate (4.34 mg) and potassium phosphate (288 mg) were added to a mixed solution of tert-butyl 5-bromopyridine-2-carboxylate (100 mg) in toluene (2 mL) and water (100 μL), and the mixture was stirred at 100° C. for nine hours and 30 minutes. After returning to room temperature, water was added to the reaction solution. After extraction with ethyl acetate, the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (11.6 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946210B2
Source datasetuspto-grants-2015_02
ORD IDord-c6400291ca7a448899ba87423899942e
Source noteuspto-grants-2015_02