HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Iodosuccinimide → 6-Chloro-5-iodopyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | 4-Amino-6-chloropyrimidine | HCID 238012 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-Chloro-5-iodopyrimidin-4-amine | HCID 46855833 | — |
Reaction Steps
To a solution of 6-chloropyrimidin-4-amine (1 g, 7.8 mmol) in 5 mL N,N-dimethylformamide was added N-iodosuccinimide (2.6 g, 11.6 mmol) and the mixture subjected to microwave irradiation (Biotage Initiator) at 100° C. for 30 minutes. The mixture was diluted with water and ethyl acetate and the ethyl acetate layer was washed with water and brine, dried over sodium sulfate, filtered, and concentrated. Purification by column chromatography (silica gel, 25% ethyl acetate in hexane) afforded the title compound. LCMS: 255.91 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346813B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-b694db7943114eb19921b039e6774af2 |
| Source note | uspto-grants-2016_05 |