HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 7-acetyl-4-iodo-7H-pyrrolo[2,3-d]pyrimidine | HCID 86640030 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile | HCID 55288480 | 80% |
Reaction Steps
A mixture of 7-acetyl-4-iodo-7H-pyrrolo[2,3-d]pyrimidine (1.28 g, 4.46 mmol), zinc cyanide (427 mg, 2.45 mmol), tetrakis(triphenylphosphine)palladium(0) (258 mg, 0.223 mmol) and N,N-dimethylformamide (10 mL) was tightly sealed in a vial, and the microwave was irradiated at 150° C. for 20 min. After cooling, the reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=9/1-0/1) to give the title compound (520 mg, yield 80%) as pale-yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492378B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-ca1f1365a70f48d5bf55eb74b1c11b37 |
| Source note | uspto-grants-2013_07 |