Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | HCID 59485673 | HCID 59485673 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59485687 | HCID 59485687 | — |
Reaction Steps
To a solution of (4R,5S)-ethyl 1-(4-(4-chlorophenoxy)phenyl)-2-oxo-5-phenyl-3-tosylimidazolidine-4-carboxylate (15.0 mg, 0.025 mmol) in MeOH (0.5 mL) is added magnesium powder (6.2 mg, 0.25 mmol). The reaction mixture is heated in a sealed tube at 80° C. for 1 h. After cooling down to room temperature, the mixture is quenched with saturated NH4Cl aqueous solution (5 mL) and extracted with EtOAc (3×3 mL). The combined organic layer is concentrated and purified by preparatory TLC to provide the title compound; 1H NMR (CDCl3, 400 MHz) δ 7.39-7.32 (m, 7H), 7.23 (d, 2H), 6.86 (m, 4H), 5.43 (d, 1H), 5.26 (br, 1H), 4.08 (d, 1H), 3.87 (s, 3H); HPLC-MS calculated for C23H19ClN2O4 (M+H+) 423.1, found 423.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08431607B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-8ee988c77ad448fbad5adce1dbaf5406 |
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| Source note | uspto-grants-2013_04 |
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