Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 46940553 | HCID 46940553 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 46940803 | HCID 46940803 | 84% |
Reaction Steps
To a solution of 4-{3-chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(5-methyl-pyrazin-2-yl)-propyl]-phenoxymethyl}-benzoic acid ethyl ester (Example 1, 130 mg, 0.26 mmol) in tetrahydrofuran (2.5 ml) and methanol (0.5 ml) was added a 1 M aqueous LiOH solution (0.31 ml). The mixture was stirred for 4 h at 60° C. (bath temperature). The cooled mixture was acidified with 1 M aqueous HCl. Tetrahydrofuran and methanol were evaporated in vacuo. To the suspension water was added. The precipitation was filtered, washed with water and dried to give the title compound as a white solid (105 mg). MS (m/e, ISP neg. ion)=479.4 [M−H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138189B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-13e39c97b78c49b4b92fafbc5112141a |
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| Source note | uspto-grants-2012_03 |
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