HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 13854273, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Quinolinecarboxylic acid | HCID 10243 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 4-Piperidinamine, 1-(2-(1H-indol-3-yl)ethyl)-, hydrate | HCID 215415 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 13854273 | HCID 13854273 | 70.6% |
Reaction Steps
A suspension of quinoline-4-carboxylic acid (0.87g, 5.03 mmol) and triethylamine (0.6g, 5.94 mmol) in dry THF (10 cm3) was stirred at -20° C. while a solution of isobutylchloroformate (0.65g, 5.01 mmol) was added dropwise. The mixture was allowed to warm to room temperature over 31/2 hours then was cooled to -20° C. again and a solution of 3-[2-(4-amino-1-piperidyl)ethyl]indole (1.2g, 4.94 mmol) in dry THF (20 cm3) was added dropwise. The mixture was stirred at room temperature overnight then the solvent was evaporated and the residue triturated with water and aqueous potassium carbonate to give 1.39g of crude title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04866075 |
| Source dataset | uspto-grants-1989_09 |
| ORD ID | ord-15430b0c00854ac8bc61ceb61ad39822 |
| Source note | uspto-grants-1989_09 |