HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 5-fluoro-3-methylpyridine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Bromo-5-fluoro-3-methylpyridine | HCID 24820320 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 5-fluoro-3-methylpyridine-2-carboxylate | HCID 58563046 | — |
Reaction Steps
To a solution of 2-bromo-5-fluoro-3-methyl-pyridine (4.90 g) in AcOEt (100 ml) and MeOH (10 ml) was subsequently added NEt3 (5.4 ml) and 1,1′-bis(diphenylphosphino) ferrocene-palladium(II)dichloride dichloromethane adduct (490 mg) and the mixture was carbonylated at 100 bar CO and 110° C. for 20 h. The mixture was evaporated and the residue purified by chromatography on silica gel using n-heptane/AcOEt (7:1) to give the title compound (3.44 g) as a pale red solid. MS: m/z=170.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673894B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-8e43165d462b4a2a8a0974b657f9cc34 |
| Source note | uspto-grants-2014_03 |