Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Methylurea | HCID 11719 | — |
| Reactant | HCID 53679126 | HCID 53679126 | — |
| Solvent | Methanol, magnesium salt (2:1) | HCID 164537 | — |
| Product | HCID 12044474 | HCID 12044474 | 46.1% |
Reaction Steps
A solution of 2-[4-(butane-1-sulfonyl)-phenyl]-3-cyclopentyl-propionic acid ethyl ester (125.3 mg, 0.34 mmol) in magnesium methoxide in methanol (7.4 wt %, 0.98 mL, 0.68 mmol) was treated with methyl urea (38 mg, 0.51 mmol). This mixture was refluxed at 110° C. for 12 h. The reaction mixture was then concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 50/50 hexanes/ethyl acetate) afforded 1-{2-[4-(butane-1-sulfonyl)-phenyl]-3-cyclopentyl-propionyl}-3-methyl-urea (61.8 mg, 45.8%) as a white solid: mp 189-191° C.; EI-HRMS m/e calcd for C20H30N2O4S (M+) 395.2005, found 395.2008.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06528543B1 |
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| Source dataset | uspto-grants-2003_03 |
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| ORD ID | ord-e367feeb1a0347818674e656f26591e9 |
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| Source note | uspto-grants-2003_03 |
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