HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromoacetate → ethyl 2-(5-bromo-2-oxopyridin-1(2H)-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-2-hydroxypyridine | HCID 599528 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl 2-(5-bromo-2-oxopyridin-1(2H)-yl)acetate | HCID 28834261 | 57.7% |
Reaction Steps
To a solution of compound 5-bromopyridin-2(1H)-one (348 mg, 2.0 mmol) and K2CO3 (830 mg, 6.0 mmol) in DMF (15 mL) was added ethyl bromoacetate dropwise. The mixture was stirred at room temperature for 2 h, filtered, and the filtrate was concentrated in vacuo. The residue was purified by prep TLC (1:1 PE/EtOAc) to afford ethyl 2-(5-bromo-2-oxopyridin-1(2H)-yl)acetate (300 mg, 57.7%). 1H NMR CDCl3: δ 7.41-7.26 (m, 2H), 6.53-6.5 (d, 1H), 4.59 (s, 2H), 4.28-4.21 (q, 2H), 1.32-1.23 (q, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08114868B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-f5f372b0f71142c8b84c4fa89e9ca7f8 |
| Source note | uspto-grants-2012_02 |