HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 24900869, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Isobutylene oxide | HCID 11208 | — |
| Reactant | 2-amino-9H-pyrido[2,3-b]indole-3-carboxamide | HCID 15270984 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24900869 | HCID 24900869 | 70.1% |
Reaction Steps
2-amino-9H-pyrido[2,3-b]indole-3-carboxamide (5, 200 mg, 0.884 mmol), isobutylene oxide (0.196 mL, 2.21 mmol) and cesium carbonate (460 mg, 1.40 mmol) in N,N-dimethylformamide (2.5 mL) were stirred at 100° C. under microwave irradiation for 10 min. The volatiles were removed in vacuo then the crude residue was adsorbed onto silica gel using methanol and purified by silica gel chromatography (5-10% methanol in methylene chloride gradient) to afford the title compound (43, 185 mg, 70%). NH4OAc standard conditions. DAD Retention time =5.93 min. M+H=299. 1H NMR (300 MHz, MeOD-d4): Δ 8.64 (d, J=4.9 Hz, 1H), 7.88 (d, J=7.6 Hz, 1H), 7.55 (d, J=7.8 Hz, 1H), 7.34 (dd, J=7.6, 7.3 Hz, 1H), 7.20 (dd, J=7.8, 7.3 Hz, 1H), 5.49 (s, 2H), 1.28 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812018B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-a6c299e723994ef894f968b9484ca6b4 |
| Source note | uspto-grants-2010_10 |