HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Acetyl-6-(methoxycarbonyl)phenyl isonicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Pyridine-4-carbonyl chloride | HCID 417436 | — |
| Reactant | Methyl 3-acetyl-2-hydroxybenzoate | HCID 13037297 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Acetyl-6-(methoxycarbonyl)phenyl isonicotinate | HCID 58477280 | 83% |
Reaction Steps
Pyridine-4-carbonyl chloride 42 (705 mg, 5 mmol) was added to a solution of methyl 3-acetyl-2-hydroxybenzoate 38 (650 mg, 3.6 mmol) and DIEA (932 mg, 7.2 mmol) in CH3CN (10 mL). The reaction mixture was stirred at room temperature for 12 h, poured into H2O (20 mL) and extracted with CH2Cl2. The combined organic extracts were dried (MgSO4) and concentrated. The residue was purified by prep HPLC to give the product as a yellow solid (855 mg, 83% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987258B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-90e11da531a446d8b0a1d65849f24528 |
| Source note | uspto-grants-2015_03 |