HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylenediamine → 1-phenethyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 1-phenethyl-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea | HCID 59363365 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-phenethyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea | HCID 46235478 | 26.8% |
Reaction Steps
A solution of 1-phenethyl-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea (0.22 g, 0.53 mmol), tetrabutylammonium fluoride (1 M in THF, 3 mL, 3 mmol) and ethylene diamine (0.3 mL, 5 mmol) in 5 mL of N,N-dimethylformamide was stirred at 80° C. for 14 h, then concentrated. The resulting residue was triturated with methanol then ether to afford 0.040 g (26%) of 1-phenethyl-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012974B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-b39a64dddc4c4ffab259099f727019fc |
| Source note | uspto-grants-2011_09 |