HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29107Generated: October 25, 2026
Ethyl Acetate → N-tert-butyl-2-(5-(pyridin-2-ylethynyl)thiophen-2-yl)imidazo[1,2-a]pyridin-3-amine
https://huagongshe.com/reaction/29107
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tert-Butyl isocyanide | HCID 23577 | — |
| Reactant | Aminopyrazine | HCID 78747 | — |
| Reactant | 5-Pyridin-2-ylethynyl-thiophene-2-carbaldehyde | HCID 86230190 | — |
| Catalyst | Scandium(III) triflate | HCID 2734571 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-tert-butyl-2-(5-(pyridin-2-ylethynyl)thiophen-2-yl)imidazo[1,2-a]pyridin-3-amine | HCID 11603179 | 65% |
Reaction Steps
1.32 g (14.1 mmol) of 2-aminopyrazine were dissolved together with 3.00 g (14.1 mmol) of 5-pyridin-2-ylethynyl-thiophene-2-carbaldehyde, 1.59 ml (14.1 mmol) of tert.-butyl-isonitrile and 2.07 g (4.2 mmol) of scandium(III) trifluoromethanesulfonate in chloroform (40 ml). The reaction solution was heated to 80° C. for 60 min in the microwave (800 watt, MLS-Ethos1600) and then diluted with DCM. Washing was then performed with a 1M Na2CO3 solution and a sat. aq. NaCl solution. The mixture was then dried over Na2SO4, filtered and evaporated under a vacuum. 3.43 g (9.2 mmol, 65%) of N-tert-butyl-2-(5-(pyridin-2-ylethynyl)thiophen-2-yl)imidazo[1,2-a]pyridin-3-amine were obtained by crystallisation of the group from EA.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07420056B2 |
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| Source dataset | uspto-grants-2008_09 |
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| ORD ID | ord-a86679d007254961b57e7e2291097dfc |
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| Source note | uspto-grants-2008_09 |
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