HuagongsheHuagongshe Chemistry Print Report · For research reference only
Guanidine, 1,1-dimethyl-, sulfate → 4'-{[2-(Dimethylamino)-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Guanidine, 1,1-dimethyl-, sulfate | HCID 220673 | — |
| Reactant | Ethyl 2-[(2'-cyanobiphenyl-4-yl)methyl]-3-oxohexanoate | HCID 10020734 | — |
| Reactant | Ethanol sodium ethoxide | HCID 23706232 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4'-{[2-(Dimethylamino)-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile | HCID 136026722 | 30.1% |
Reaction Steps
To a solution of ethyl 2-[(2′-cyanobiphenyl-4-yl)methyl]-3-oxohexanoate (6.41 g) and N,N-dimethylguanidine sulfate (5.0 g) in ethanol (100 mL) was added 20% sodium ethoxide-ethanol solution (11 mL), and the mixture was heated under reflux for 24 hr. The reaction mixture was allowed to cool to room temperature, and the solvent was evaporated under reduced pressure. The residue was washed with water and diethyl ether to give the title compound (2.06 g, 30%) as a pale-yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07998968B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-cec00dc8a2544bb3902ae653a9d67419 |
| Source note | uspto-grants-2011_08 |