Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Propanimidamide, 2,2-dimethyl-, hydrochloride (1:1) | HCID 2781880 | — |
| Reactant | 2-Bromo-3-methoxycyclopent-2-enone | HCID 11095426 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58460205 | HCID 58460205 | 73.4% |
Reaction Steps
A mixture of 2,2-dimethylpropanimidamide hydrochloride (0.858 g), 2-bromo-3-(methyloxy)-2-cyclopenten-1-one (1 g) and potassium carbonate (2.53 g) in N,N-dimethylformamide (15 mL) were heated at 80° C. for 20 h. The reaction mixture was cooled down to room temperature and DCM (20 mL) was added. The mixture was filtered and the filtrate concentrated under vacuum. The residue was purified by reverse phase chromatography using Acetonitrile Water with an ammonium carbonate modifier gradient (5-40%). The desired fractions were combined and concentrated under vacuum to yield 685 mg of the title compound. LC/MS MH+ 179, Rt 1.48 min (5 minute run).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08399444B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-dce57460e0104f98b749fefb74e2b994 |
|---|
| Source note | uspto-grants-2013_03 |
|---|
