Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 6-Quinolinecarboxylic acid | HCID 82571 | — |
| Reactant | 4-Piperidinamine, 1-(2-(1H-indol-3-yl)ethyl)-, hydrate | HCID 215415 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 13854272 | HCID 13854272 | — |
Reaction Steps
A solution of isobutylchloroformate (0.65g, 5.01 mmol) in dry THF (10 cm3) was added dropwise to a suspension of quinoline-6-carboxylic acid (0.87g, 5.03 mmol) and triethylamine (0.6g, 5.94 mmol) in dry THF (10 cm3) with stirring and cooling at -20° C. Stirring was continued while the temperature rose to ambient over 2 hours, then the mixture was cooled to -20° C. again and a solution of 3-[2-(4-amino-1-piperidyl)ethyl]indole (1.20 g, 4.94 mmol) in dry THF (20 cm3) was added dropwise. The mixture was stirred at room temperature overnight then evaporated to dryness and the residue triturated with water, aqueous potassium carbonate and water to give 1.4 g. of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04866075 |
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| Source dataset | uspto-grants-1989_09 |
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| ORD ID | ord-e36ab477805c4b99b4c25ea847df0afb |
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| Source note | uspto-grants-1989_09 |
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