HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-(4-Bromo-2-fluorophenylamino)-5-fluoro-6-methoxy-nicotinic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 4-(4-Bromo-2-fluorophenylamino)-6-chloro-5-fluoro-nicotinic acid methyl ester | HCID 86601527 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(4-Bromo-2-fluorophenylamino)-5-fluoro-6-methoxy-nicotinic acid methyl ester | HCID 66674081 | — |
Reaction Steps
Sodium methoxide (2.20 g, 40.8 mmol) was slowly added to a stirred solution of 4-(4-bromo-2-fluorophenylamino)-6-chloro-5-fluoro-nicotinic acid methyl ester in 4:1 MeOH:THF (20 mL) at 0° C. The reaction mixture was warmed to room temperature, stirred for 17 hours and then warmed to 40° C. and stirred for 5 hours. After cooling to room temperature, the reaction mixture was quenched with water and extracted with ethyl acetate. The combined organic extracts were dried (MgSO4) and concentrated under reduced pressure. The desired product, contaminated with some starting material, was carried forward without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07732616B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-27bc70e3732c4d1192bc973b24fded48 |
| Source note | uspto-grants-2010_06 |