HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl chloroformate → (2-Bromo-pyridin-3-yl)carbamic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 3-Amino-2-bromopyridine | HCID 642816 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | (2-Bromo-pyridin-3-yl)carbamic acid ethyl ester | HCID 13803673 | 28% |
Reaction Steps
3-Amino-2-bromopyridine described in Preparation Example S-1 (1.4 g, 8.1 mmol) was dissolved in pyridine (10 mL), ethyl chloroformate (0.93 mL, 9.7 mmol) was added dropwise on an ice bath, and the solution was stirred for 2 hours at room temperature. After the reaction was completed, the reaction solution was poured into brine, and the solution was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, then evaporated, the resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4), and the title compound (0.56 g, 2.3 mmol, 28%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932272B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-5eedabd02d4c4f6faaf2d614f91ac49a |
| Source note | uspto-grants-2011_04 |