HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → Ethyl 2-((2-(tert-butoxycarbonyl(3-(thiophen-2-yl)prop-2-ynyl)amino)ethyl)-(isopropyl)amino)-2-oxoacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 2-Iodothiophene | HCID 18921 | — |
| Reactant | Ethyl 2-((2-(tert-butoxycarbonyl(prop-2-ynyl)amino)ethyl)(isopropyl)amino)-2-oxoacetate | HCID 58124862 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 2-((2-(tert-butoxycarbonyl(3-(thiophen-2-yl)prop-2-ynyl)amino)ethyl)-(isopropyl)amino)-2-oxoacetate | HCID 58124877 | — |
Reaction Steps
A solution of 340 mg of 10g, 130 μl of 2-iodothiophene, 12 mg of CuI, 21 mg of PdCl2(PPh4)2 and 200 μl of piperidine in 2 ml of degassed toluene was stirred under N2 for 3 h. The mixture was concentrated and applied to a silica column and chromatographed with a gradient of heptane/ethyl acetate, to provide 400 mg of 10h as an orange oil. Rf 0.60 (hept/ethyl acetate 1/1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431564B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-2f9ddaa69383445188c028715bee33b4 |
| Source note | uspto-grants-2013_04 |