HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 6-fluoro-1H-indole-7-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 7-Bromo-6-fluoro-1H-indole | HCID 26986020 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Product | 6-fluoro-1H-indole-7-carbonitrile | HCID 59146154 | — |
Reaction Steps
To a solution of 7-bromo-6-fluoro-1H-indole (D140) (1.0 g) in DMF (15 ml) were added Zn(CN)2 (2.2 g) and then Pd(PPh3)4 (1.1 g) in a microwave tube, then N2 atmosphere was bubbled in. The sealed vial was irradiated in the microwave at 150° C. for 2 hours. After cooling, DCM (80 mL) was added to the resulting mixture which was filtered and the filtrate was concentrated. The crude product was purified by column chromatography to afford 6-fluoro-1H-indole-7-carbonitrile (D141) (0.5 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08217028B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-247d7a7e8a1941ce8b8595bbc887034c |
| Source note | uspto-grants-2012_07 |