HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 18960750, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pyrrole-2-Carboxylic Acid | HCID 12473 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | 1-(piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one | HCID 10728185 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18960750 | HCID 18960750 | 28.5% |
Reaction Steps
1-(4-Piperidinyl)-3,4-dihydrocarbostyril (500 mg), triethylamine (1.2 ml) and pyrrole-2-carboxylic acid (314 mg) are dissolved in dichloromethane (10 ml) and thereto is added dropwise diethyl cyanophosphate (0.82 ml) under ice cooling. The mixture is stirred with ice cooling for 1 hour and then stirred at room temperature for 2 hours. The mixture is poured into water, extracted with chloroform, dried with sodium carbonate and purified by silica gel column chromatography (solvent; dichloromethane:methanol=20:1). The resultant is recrystallized from n-hexane/diethyl ether to give 1-[1-(2-pyrrolylcarbonyl)-4-piperidinyl]-3,4-dihydrocarbostyril (0.2 g), as white powder, m.p. 161°-162° C. (decomposed).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05356904 |
| Source dataset | uspto-grants-1994_10 |
| ORD ID | ord-8a97b9c40a1e4cba8641b16a48f10f29 |
| Source note | uspto-grants-1994_10 |