HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-(7-hydroxy-5,6-dihydro-7H-cyclopenta[d]pyrimidin-4-yl)-4-[3-(1-benzylpiperidin-4-yl)propanoyl]aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-[3-(1-Benzylpiperidin-4-yl)propanoyl]aniline | HCID 19968919 | — |
| Reactant | 4-chloro-6,7-dihydro-5H-cyclopenta[d]pyrimidin-7-yl acetate | HCID 19968935 | — |
| Reactant | Sodium methanolate methanol | HCID 23694274 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-(7-hydroxy-5,6-dihydro-7H-cyclopenta[d]pyrimidin-4-yl)-4-[3-(1-benzylpiperidin-4-yl)propanoyl]aniline | HCID 19968940 | 57.7% |
Reaction Steps
To 15 ml of ethanol were added 0.60 g of 4-[3-(1-benzylpiperidin-4-yl)propanoyl]aniline and 0.51 g of 7-acetoxy-4-chloro-5,6-dihydro-7H-cyclopenta[d]pyrimidine, then 3 ml of an ethanol solution of hydrochloric acid (containing 0.19 g of hydrochloric acid) was added to the mixture and the mixture was reacted under reflux for 30 minutes. After cooling, a 28% sodium methylate-methanol solution was added to the reaction mixture to make it alkaline, and the mixture was condensed under reduced pressure. The obtained residue was applied to silica gel column chromatography to obtain 0.49 g of the title compound as white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05610303 |
| Source dataset | uspto-grants-1997_03 |
| ORD ID | ord-28ec64a23db74abfbf55781afeece2a5 |
| Source note | uspto-grants-1997_03 |