HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 59304979, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-Chloro-4-nitro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine | HCID 46941608 | — |
| Reactant | Ethyl (2-fluoro-4-nitrophenyl)acetate | HCID 56776686 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59304979 | HCID 59304979 | — |
Reaction Steps
908 mg (4.26 mmol) of ethyl (2-fluoro-4-nitrophenyl)acetate are dissolved in 10 ml of DMF, and 170 mg (4.26 mmol) of sodium hydride (60% in mineral oil) are added. The mixture is stirred at RT for 30 min, and 698 mg (2.13 mmol) of 6-chloro-4-nitro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine are then added. The mixture is heated at 70° C. for 2 hours and then stirred into ice-water and extracted with ethyl acetate. The organic phase is washed with water and saturated sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure. The product is purified by chromatography on silica gel (mobile phase: dichloromethane/pentane 2:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723347B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-d733d2109d7d4021b5c71a5315044115 |
| Source note | uspto-grants-2010_05 |