HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 9-Acridinecarboxylic acid, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Acridine-9-carboxylic acid | HCID 94721 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 9-Acridinecarboxylic acid, methyl ester | HCID 21211 | 78% |
Reaction Steps
A solution of acridine-9-carboxylic acid 81 (2.0 g, 8.96 mmol), methyl iodide (3.82 g, 26.9 mmol) and potassium carbonate (4.95 g, 35.8 mmol) in DMF (25 mL) was stirred at room temperature for 3 h then diluted with brine and extracted with EtOAc. The combined organic layers were dried over Na2SO4, filtered and concentrated to afford compound 82 (1.65 g, 78%) as a light yellow solid. LRMS (ESI): (calc) 237.25 (found) 238.2 (MH)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096565B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-db512d267e214cbba4c1bbd6b4ebb8a3 |
| Source note | uspto-grants-2015_08 |