HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237751Generated: October 28, 2026
Ethyl 2-butynoate → 2-(4-Cyclohexyl-phenoxymethyl)-5-methyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one
https://huagongshe.com/reaction/237751
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl 2-butynoate | HCID 78043 | — |
| Reactant | 5-(4-Cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine | HCID 66875120 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(4-Cyclohexyl-phenoxymethyl)-5-methyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one | HCID 25072385 | 51% |
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-butynoate (246 mg, 2.19 mmol). The reaction mixture was heated in a microwave oven at 150° C. for 30 min, then at 160° C. for 20 min, and at 170° C. for 30 min. Solvent was removed under vacuum, and the residue purified via flash column chromatography (silica gel, 1-18% EtOH/CH2Cl2) to afford 190 mg of 2-(4-cyclohexyl-phenoxymethyl)-5-methyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one as a white 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-02254717c9c44591a0a24a4475c579b4 |
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| Source note | uspto-grants-2014_02 |
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