Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 54426411 | HCID 54426411 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22315239 | HCID 22315239 | 70% |
Reaction Steps
A solution of 6-[3-cyclopentyl-2-(4-methanesulfonyl-phenyl)-propionylamino]-nicotinic acid methyl ester (prepared as in Example 53(B)(a), 100 mg, 0.23 mmol) in tetrahydrofuran (500 μL) was treated with a 0.8M aqueous lithium hydroxide solution (300 μL, 0.23 mmol). The solution was stirred at 25° C. for 4 h. The reaction mixture was then directly purified by column chromatography. Flash chromatography (Merck Silica gel 60, 230–400 mesh, 1/3 methanol/ethyl acetate) afforded 6-[3-cyclopentyl-2-(4-methanesulfonyl-phenyl)-propionylamino]-nicotinic acid (65 mg, 70%) as a white solid: mp 191–193° C.; FAB-HRMS m/e calcd for C21H24N2O5S (M+H)+ 417.1484, found 417.1484.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07223868B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-4612c3b74b5b47ae81897b197ff24b30 |
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| Source note | uspto-grants-2007_05 |
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