HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-formyl-1H-indazole-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Reactant | HCID 178519327 | HCID 178519327 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-formyl-1H-indazole-3-carbonitrile | HCID 76846244 | 73% |
Reaction Steps
To a solution of 3-iodo-1H-indazole-6-carbaldehyde (3 g, 10.8 mmol) in DMF (25 mL) was added Copper cyanide (1.9 g, 21 mmol). The solution was heated by microwave irradiation at 185° C. for 10 min Water (100 mL) was added and a white precipitate was collected. The precipitate was dissolved in EtOAc (250 mL), washed with water (2×25 mL), dried over MgSO4 and concentrated to give the title compound as a white solid (1.1 g, 73%). 1H NMR (400 MHz, DMSO-d6) δ 14.92 (bs, 1H), 10.17 (s, 1H), 8.39 (s, 1H), 8.06 (d, J=8.3 Hz, 1H), 7.83 (d, J=8.5 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481533B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-a763d449d41b4cdca5f4a5bb04282fca |
| Source note | uspto-grants-2013_07 |