Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Ethyl 2-(piperidin-4-yl)-1,3-oxazole-4-carboxylate | HCID 40429419 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67169151 | HCID 67169151 | 89% |
Reaction Steps
Ethyl 2-(4-piperidino)-1,3-oxazole-4-carboxylate (500 mg, 2.230 mmol) and triethylamine (0.466 ml, 3.34 mmol) were dissolved in dry DCM and cooled down to 0° C. Methanesulfonyl chloride (0.190 ml, 2.453 mmol) was added slowly at 0° C. and the reaction mixture was stirred at RT overnight. Small amount of water was added carefully and organic phase was washed with 1M Na2CO3 and water. Organic phase was dried and evaporated to yield the title compound 89%. 1H-NMR (400 MHz; CDCl3): δ 1.38 (t, 3H), 1.97-2.11 (m, 2H), 2.15-2.24 (m, 2H), 2.81 (s, 3H), 2.88-3.07 (m, 3H), 3.72-3.82 (m, 2H), 4.39 (q, 2H), 8.17 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08975254B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-c5ec5638dc7949a3b455064aee2e2db5 |
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| Source note | uspto-grants-2015_03 |
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