Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 6-Bromopyridin-3-amine | HCID 642811 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86623896 | HCID 86623896 | — |
Reaction Steps
To a solution of 2-bromo-5-aminopyridine (3.0 g, 17.3 mmol) in THF (44 mL) cooled to 0° C. was added pyridine (1.8 mL, 21.7 mmol) followed by phenylchloroformate (2.3 mL, 18.2 mmol). A precipitate formed and the reaction was stirred at 0° C. for 1 h. The reaction was stirred at RT overnight and quenched with 1N HCl. The mixture was extracted with EtOAc. The organic layer was washed with water, saturated aqueous NaHCO3 and brine, dried over Na2SO4 and concentrated to give the title compound as a biege solid (4.81 g, 94% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08044052B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-b8592a03e6fd48e78db0245ac0172ee1 |
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| Source note | uspto-grants-2011_10 |
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