HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → Methyl 2-(5-bromopyridin-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 2-(5-Bromopyridin-3-yl)acetic acid | HCID 2802539 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 2-(5-bromopyridin-3-yl)acetate | HCID 23398394 | 72% |
Reaction Steps
A 2.0 M solution of trimethylsilyldiazomethane in ether (10.3 mL, 20.5 mmol) was added dropwise to a mixed solution of (5-bromo-pyridin-3-yl)-acetic acid (4.04 g, 18.7 mmol) in toluene (17.3 mL) and methanol (11.5 mL), and the mixture was stirred at room temperature for 10 minutes. The reaction solution was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=1:3) to give the title compound (3.12 g, 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935688B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-34f6ef86fec74b95b23bb008ce4f0528 |
| Source note | uspto-grants-2011_05 |