Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 59415994 | HCID 59415994 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59416107 | HCID 59416107 | 49.4% |
Reaction Steps
Ethyl 6-(6-(3-ethylureido)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-3-yl)-1-(cis-2-hydroxycyclohexyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate (Example 253, 0.240 g, 0.38 mmol) was suspended in MeOH (6 mL) in a microwave vessel (CEM). THF (3.00 mL) was added. A 2.0 M aq solution of LiOH (0.381 mL, 0.76 mmol) was added. The microwave vessel was heated in the microwave at 100° C. for 15 min After cooling to room temperature, the solvent was removed in vacuo to give a residue which was purified by flash column chromatography on silica gel using (dichloromethane-methanol) to give 6-(6-(3-ethylureido)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-3-yl)-1-(cis-2-hydroxycyclohexyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (0.113 g, 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08283361B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-0846eb31175f406982012f3cb61ecbcb |
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| Source note | uspto-grants-2012_10 |
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