HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Phenylpropanal → HCID 178435921, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Phenylpropanal | HCID 7146 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-(1-(5,6-Diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride | HCID 89854051 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178435921 | HCID 178435921 | 9.5% |
Reaction Steps
To a solution of (R)-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride (Intermediate 1) (0.5 g, 1.7 mmol) in ethanol (20 mL) was added triethylamine (1 mL) and 2-phenylpropanal (0.25 g, 1.9 mmol). The reaction mixture was heated at reflux for 12 h. The mixture was then concentrated under reduced pressure, diluted with ice cold water and extracted with ethyl acetate. The organic layers were dried, filtered and concentrated, and the resulting residue was purified by preparative TLC to afford the title compound (65 mg, 9%). MS (ES+APCI) (M+H) 404.2; LCMS retention time 2.206 min (Method Y).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296745B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-4761adc9e84547b0a48257f26414f3af |
| Source note | uspto-grants-2016_03 |