HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 86728239, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Chloroiodomethane | HCID 11644 | — |
| Reactant | HCID 86728238 | HCID 86728238 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86728239 | HCID 86728239 | 75.2% |
Reaction Steps
A solution of 6-chloro-2-(3-chloro-1H-indol-2-yl)pyridin-3-ol (128 mg, 0.46 mmol) and Cs2CO3 (452 mg, 1.39 mmol) in DMF (6 mL) was stirred at 100° C. (internal temperature), then chloroiodomethane (173 mg, 0.92 mmol) in DMF (1 mL) was added dropwise. After the reaction was completed according to TLC, the mixture was filtered and concentrated in vacuo. The resulting residue was purified using prep-TLC (petroleum ether:EtOAc=4:1) to provide 2,12-dichloro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indole (100 mg, yield: 75.2%). 1H-NMR (CDCl3, 400 MHz) δ 7.65 (d, J=8.0 Hz, 1H), 7.11˜7.31 (m, 5H), 5.82 (s, 2H). MS (M+H)+: 291/293.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09265773B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-2260497e36b849fbbf911c93da37435f |
| Source note | uspto-grants-2016_02 |