HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 69001486, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | HCID 69004803 | HCID 69004803 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69001486 | HCID 69001486 | 7% |
Reaction Steps
To a solution of 2-amino-3-cyano-7-dimethylamino-4-(methylenedioxy)phenyl-4H-chromene (53 mg, 0.16 mmol) in methylenechloride (3 ml) was added pyridine (0.06 ml, 0.74 mmol), followed by ethylchloroformate (0.045 ml, 0.47 mmol). The mixture was stirred at room temperature overnight, then diluted with 1:1 hexane/EtOAc (45 ml), washed with water, 2N HCl, water and brine. The organic phase was dried over sodium sulfate and concentrated in vacuo. The residue was purified by chromatography (3:1 hexane/EtOAc) to yield the title compound as a yellow solid (5 mg, 7%). 1H NMR (CDCl3): 6.84-6.61 (m, 4H), 6.49-6.42 (m, 1H), 6.30 (m, 1H), 5.93, 5.92 (2s, 2H), 4.74 (s, 1H), 4.36 (m, 4H), 2.93 (s, 6H), 1.31 (t, J=7.2, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07507762B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-c18e14163bca4fb3aaa3287112574a66 |
| Source note | uspto-grants-2009_03 |