HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237752Generated: October 28, 2026
Ethyl pent-2-yn-1-oate → 2-(4-Cyclohexyl-phenoxymethyl)-5-ethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one
https://huagongshe.com/reaction/237752
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl pent-2-yn-1-oate | HCID 99169 | — |
| Reactant | 5-(4-Cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine | HCID 66875120 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(4-Cyclohexyl-phenoxymethyl)-5-ethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one | HCID 25072685 | 39.4% |
Reaction Steps
To a solution of 5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine (300 mg, 1.095 mmol) in ethanol (6 mL) was added ethyl 2-pentynoate (276 mg, 2.19 mmol). The reaction mixture was heated in a microwave oven at 170° C. for 70 min. The solvent was removed under vacuum, and the residue purified via flash column chromatography (silica gel, 1-12% EtOH/CH2Cl2) to afford 153 mg of 2-(4-cyclohexyl-phenoxymethyl)-5-ethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one as a slightly yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08642603B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-88f53a4b7aa74ec69ca7611dcd838e8c |
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| Source note | uspto-grants-2014_02 |
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