HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → tert-Butyl 3-bromo-6-chloropyridine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86644327 | HCID 86644327 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | tert-Butyl 3-bromo-6-chloropyridine-2-carboxylate | HCID 59447676 | — |
Reaction Steps
To a solution of 2-chloro-5-bromo picolinic acid (4 g) and pyridine (9.2 mL) in t-butanol (33 mL) at 0° C. was added p-toluenesulfonyl chloride (7.7 g). The resulting mixture was stirred at room temperature for 12 hours. Saturated aqueous NaHCO3 solution was added, and the resulting mixture was extracted with ethyl acetate. The combined organic phase was washed with brine, dried over Na2SO4, filtered and concentrated to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883784B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-425017304d084deeb129fc7d06deb30f |
| Source note | uspto-grants-2014_11 |