HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(4-(4'-(5-Cyclobutyl-1,3,4-oxadiazol-2-ylamino)biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 2-(4-(4'-(5-cyclobutyl-1,3,4-oxadiazol-2-ylamino)biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate | HCID 86700834 | — |
| Product | 2-(4-(4'-(5-Cyclobutyl-1,3,4-oxadiazol-2-ylamino)biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid | HCID 72188424 | — |
Reaction Steps
The title compound was prepared analogous to Example 4, Step 4, starting from methyl 2-(4-(4′-(5-cyclobutyl-1,3,4-oxadiazol-2-ylamino)biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate (252 mg, 0.53 mmol) and NaOH (1.60 ml, 1.60 mmol). After acidification with 1N HCl, the slurry was filtered and washed with water to afford the title compound as white solid after drying (226 mg, 92% yield). HR/MS (M+H)+ found 460.2221. calc. 476.2236. RT: 2.68 (Condition L). 1H NMR (400 MHz, DMSO-d6) δ ppm 10.53 (s, 1H) 7.62 (s, 4H) 7.57 (d, J=8.59 Hz, 2H) 7.38 (d, J=8.59 Hz, 2H) 3.89 (s, 2H) 3.62-3.73 (m, 1H) 2.22-2.41 (m, 6H) 1.82-2.11 (m, 10H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993619B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-9a76fd0e3ccf488d953fa56bb4d80794 |
| Source note | uspto-grants-2015_03 |