Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 178501280 | HCID 178501280 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178522246 | HCID 178522246 | 79% |
Reaction Steps
Lithium hydroxide monohydrate (104 mg, 2.48 mmol) was added in one portion to a solution of methyl trans-4-{4-[({5-[(2,4,5-trifluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)-amino]phenoxy}cyclohexanecarboxylate (Example 449, 125 mg, 0.25 mmol) in a mixture of THF (2 mL), H2O (2 mL) and MeOH (4 mL) and the reaction mixture was stirred at 35° C. for 1 h. The reaction mixture was concentrated in vacuo and citric acid (15 mL) was added. The resulting mixture was filtered, washed with H2O and the white solid was then triturated with hot MeOH and filtered to give the title compound (93 mg, 79%) as a solid. The compound may be recrystallised from a 4:6:1 mixture of EtOH:MeOH:H2O; melting point 263-265° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07795283B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-e265bec7a68243cfbfff4a6e63b6f921 |
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| Source note | uspto-grants-2010_09 |
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