Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 69373991 | HCID 69373991 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 10005693 | HCID 10005693 | — |
Reaction Steps
To a solution of 3-{3′-[6-(1-methanesulfonyl-1-methyl-ethyl)-quinolin-8-yl]-biphenyl-4-yl}-3-methyl-butyric acid methyl ester (1.0 eq.) from Step 1, in THF:MeOH (2:1; 0.2M) was added aqueous LiOH (2M; 5.0 eq.). The mixture was stirred for 4 h at 60° C., quenched with AcOH (20 eq.), poured in brine and extracted with EtOAc (2×). The combined organic extracts were dried over Na2SO4, filtered and concentrated. Crystallization in Hex:Et2O:EtOAc afforded the title compound as a white solid. 1H NMR (500 MHz, acetone-d6): δ 8.93 (dd, 1H), 8.46 (dd, 1H), 8.29 (d, 1H), 8.21 (d, 1H), 8.02 (t, 1H), 7.72–7.68 (m, 4H), 7.59–7.51 (m, 4H), 2.72 (s, 3H), 2.00 (s, 6H), 1.59 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07153968B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-ca5c02feef2345d3813856108424f93c |
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| Source note | uspto-grants-2006_12 |
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