Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67135934 | HCID 67135934 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 46908238 | HCID 46908238 | — |
Reaction Steps
To tert-butyl 2-(methyl((4-(5-(4-(2-methylpiperidin-1-yl)-3-(trifluoromethyl)phenyl)-1,2,4-oxadiazol-3-yl)pyridin-2-yl)methyl)amino)acetate (0.056 g; 0.10 mmol) was added HCl solution in dioxan (4 M; 3 mL) and the reaction mixture stirred at 70° C. for 4 hours. The solvent was evaporated in vacuo and the residue purified by preparative HPLC, affording the title product as a brown oil. 1H NMR (CDCl3, 400 MHz) δ 8.79 (1 H, d, J=5.1 Hz), 8.49 (1 H, d, J=2.1 Hz), 8.33 (1 H, dd, J=8.4, 2.1 Hz), 8.04-8.00 (2 H, m), 7.55 (1 H, d, J=8.4 Hz), 4.11 (2 H, s), 3.50 (2 H, s), 3.15-3.01 (2 H, m), 2.62 (3 H, s), 2.62-2.54 (1 H, m), 1.90-1.44 (6 H, m), 0.86 (3 H, d, J=6.2 Hz). LC/MS: 490 (M+H)+. HPLC (Method B) Rt 3.46 min (Purity: 98.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08791142B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-96675566b9794505aca38d881fea2bff |
|---|
| Source note | uspto-grants-2014_07 |
|---|