HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 86626256, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-chloro-5H-pyrrolo[3,2-d]pyrimidine | HCID 5370695 | — |
| Reactant | tert-Butyl (4-chlorobut-2-yn-1-yl)carbamate | HCID 14561224 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86626256 | HCID 86626256 | 82.8% |
Reaction Steps
A mixture of 4-chloro-5H-pyrrolo[3,2-d]pyrimidine (1.51 g), tert-butyl (4-chlorobut-2-yn-1-yl)carbamate (2.60 g), cesium carbonate (4.80 g) and N,N-dimethylformamide (15 mL) was stirred at room temperature for 2 hrs. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography (eluent, hexane:ethyl acetate=80:20→33:67) to give the title compound (2.61 g) as an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07507740B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-13b49d39009f45fd8c49f218ee7219ad |
| Source note | uspto-grants-2009_03 |