HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Cyanide → 6-Cyano-pyrido[3,4-d]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 6-chloro-3H,4H-pyrido[3,4-d]pyrimidin-4-one | HCID 135480525 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 6-Cyano-pyrido[3,4-d]pyrimidin-4-one | HCID 135817445 | 25.3% |
Reaction Steps
6-Chloro-pyrido[3,4-d]pyrimidin-4one (10 g) in 1-methyl-2-pyrrolidinone (100 ml) was treated with copper (I) iodide (10.52 g) and potassium cyanide (7.10 g) at 215° C. for 72 hours under N2. Further potassium cyanide was added (3.58 g) and heating continued at 230° C. for 70 hours. The 1-methyl-2-pyrrolidinone was removed by distillation at reduced pressure and the residue absorbed onto silica. Chromatography gave the title compound (2.4 g) as a beige solid; δH [2H6]DMSO 13.0(1H,bs), 9.25 (1H,s), 8.55 (1H,s), 8.50 (1H,s); m/z (M-1+) 171.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06723726B1 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-4db58edaa02844f7ab16b1dee595e801 |
| Source note | uspto-grants-2004_04 |