Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methyl 3-amino-2-hydroxybenzoate | HCID 12782444 | — |
| Reactant | HCID 86633085 | HCID 86633085 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 66620856 | HCID 66620856 | 45% |
Reaction Steps
To a solution of methyl 3-amino-2-hydroxybenzoate (1.42 g, 8.50 mmol) and pyridine (1.0 mL, 8.5 mmol) in toluene (20 ml) was added 2-fluoro-4-(pyridine-2-yl)benzoyl chloride (2.0 g, 8.50 mmol) portion wise at 0° C. and then stirred at 70° C. for 4 h. The resulting mixture was extracted with ethyl acetate (4×100 mL). The organic phase was washed with water and saturated sodium bicarbonate, dried with anhydrous sodium sulfate and evaporated under reduced pressure to obtain methyl 3-(2-fluoro-4-(pyridin-2-yl)benzamido)-2-hydroxybenzoate as a yellow solid (1.40 g, yield 45%). LC-MS (ESI) m/z: 367 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08088760B2 |
|---|
| Source dataset | uspto-grants-2012_01 |
|---|
| ORD ID | ord-43309d6a68654121b029900573881b49 |
|---|
| Source note | uspto-grants-2012_01 |
|---|