HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237873Generated: October 30, 2026
(S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine → (S)-2-(4-Cyclohexyl-phenoxymethyl)-5-ethylsulfanylmethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one
https://huagongshe.com/reaction/237873
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | (S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine | HCID 66875140 | — |
| Reactant | 4-Ethylsulfanyl-but-2-ynoic acid ethyl ester | HCID 86640240 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | (S)-2-(4-Cyclohexyl-phenoxymethyl)-5-ethylsulfanylmethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one | HCID 59252514 | 57.1% |
Reaction Steps
To a solution of (S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine (0.5 g, 1.82 mmol) in t-butanol (5 mL) was added 4-ethylsulfanyl-but-2-ynoic acid ethyl ester (0.411 g, 2.39 mmol). The reaction mixture was heated in a microwave oven at 170° C. for 20 min. The solvent was removed under vacuum, and the residue purified by flash column chromatography (silica gel, MeOH/CH2Cl2) to afford 0.416 g of the title compound.
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-ec66c336d69f4827b9e7672820b6a0e0 |
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| Source note | uspto-grants-2014_02 |
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