Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 58294002 | HCID 58294002 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58271197 | HCID 58271197 | — |
Reaction Steps
A solution of 2-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-thiazole-4-carboxylic acid ethyl ester (2.38 g, 5.870 mmol) in THF (40 mL) was treated with a solution of lithium hydroxide monohydrate (2.6 g, 61.96 mmol) in water (40 mL) at room temperature and stirred at 60° C. for 2 h. The mixture was cooled, diluted with water (75 mL), acidified with aq. 3N HCl and extracted with ethyl acetate (3×100 mL). The organic layers were combined, washed with brine (100 mL), dried (MgSO4), filtered and concentrated to 2-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-thiazole-4-carboxylic acid (2.13 g, 96.1%) as a pale yellow solid. LC-MS (ES) calculated for C18H13F2NO4S, 377.37; found m/z 378 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08039495B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-89991d27662845238e5bd02c988b8ce7 |
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| Source note | uspto-grants-2011_10 |
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