HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 3-bromo-6-methylpyridine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3-Bromo-6-methylpyridine-2-carboxylic acid | HCID 21901493 | — |
| Product | Methyl 3-bromo-6-methylpyridine-2-carboxylate | HCID 90404668 | 40% |
Reaction Steps
To the title compound of step A (10.3 g, 20 mmol) in MeOH (50 mL) was added thionyl chloride (4.4 mL, 60 mmol). The reaction was heated at reflux overnight, cooled to rt and concentrated. Purification via silica gel chromatography (0-15% EtOAc in heptane) gave the title compound (1.9 g, 40%). MS (ESI) mass calcd. for C8H8BrNO2, 230.1; m/z found 232 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115117B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-49baec42f1f2474da726d0f11e0b4a28 |
| Source note | uspto-grants-2015_08 |