HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexyl isocyanate → 1-cyclohexyl-3-[7-(2,2-dimethyl-propionyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexyl isocyanate | HCID 18502 | — |
| Reactant | 1-[2-amino-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one | HCID 57831048 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | 1-cyclohexyl-3-[7-(2,2-dimethyl-propionyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea | HCID 57831044 | 76% |
Reaction Steps
A solution of 1-[2-amino-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one (0.100 g, 0.287 mmol) and cyclohexyl isocyanate (0.37 mL, 2.9 mmol) in 3 mL of dichloroethane was stirred at reflux for 19 h, then concentrated to a residue. Column chromatography (10→50% EtOAc/hexanes) afforded 0.103 g (76%) of 1-cyclohexyl-3-[7-(2,2-dimethyl-propionyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902197B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-9ab0ee98522a41f480d40d495ebf3226 |
| Source note | uspto-grants-2011_03 |