Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 78324475 | HCID 78324475 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 78324476 | HCID 78324476 | — |
Reaction Steps
To a solution of (R)-Ethyl 2-((4′-(2-(2-methylpyrrolidin-1-yl)ethyl)biphenyl-4-yl)methoxy)acetate (125.6 mg, 0.329 mmol) in THF (0.5 mL), MeOH (0.5 mL), and H2O (1 mL) was added LiOH (23.65 mg, 0.988 mmol). The reaction was heated briefly to ˜50° C. and concentrated. The resulting aqueous mixture was acidified (HCl, 3 eq) and purified by HPLC to give the title compound. LCMS m/z=354.4 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 1.37 (t, J=5.94 Hz, 3H), 1.53-1.70 (m, 1H), 1.86-2.13 (m, 2H), 2.16-2.28 (m, 1H), 2.91-3.13 (m, 2H), 3.16-3.27 (m, 2H), 3.51-3.71 (m, 3H), 4.09 (s, 2H), 4.58 (s, 2H), 7.37-7.47 (m, 4H), 7.61-7.70 (m, 4H), 9.26-9.84 (m, 1H), 12.68 (bs, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365511B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-6b3594b2165a44edb51b9d9fab8e20f9 |
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| Source note | uspto-grants-2016_06 |
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