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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Tricyclohexylphosphine | HCID 75806 | — |
| Reactant | Cyclopropylboronic acid | HCID 2760897 | — |
| Reactant | tert-Butyl 5-bromopyridine-2-carboxylate | HCID 24997839 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | tert-Butyl 5-cyclopropylpicolinate | HCID 57827284 | 13.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08946210B2 |
|---|
| Source dataset | uspto-grants-2015_02 |
|---|
| ORD ID | ord-c6400291ca7a448899ba87423899942e |
|---|
| Source note | uspto-grants-2015_02 |
|---|